MiMeDB: Showing metabocard for L-Cysteine (MMDBc0000117)

Microbial

Human

Plant

Animal

Pharmaceutical

Xenobiotic

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:36:30 UTC

Update Date

2024-09-28 01:51:42 UTC

Metabolite ID

MMDBc0000117

Metabolite Identification

Common Name

L-Cysteine

Description

Cysteine is a naturally occurring, sulfur-containing amino acid that is found in most proteins, although only in small quantities. Cysteine is unique amongst the twenty natural amino acids as it contains a thiol group. Thiol groups can undergo oxidation/reduction (redox) reactions; when cysteine is oxidized it can form cystine, which is two cysteine residues joined by a disulfide bond. This reaction is reversible since the reduction of this disulphide bond regenerates two cysteine molecules. The disulphide bonds of cystine are crucial to defining the structures of many proteins. Cysteine is often involved in electron-transfer reactions, and help the enzyme catalyze its reaction. Cysteine is also part of the antioxidant glutathione. N-Acetyl-L-cysteine (NAC) is a form of cysteine where an acetyl group is attached to cysteine's nitrogen atom and is sold as a dietary supplement. Cysteine is named after cystine, which comes from the Greek word kustis meaning bladder (cystine was first isolated from kidney stones). Oxidation of cysteine can produce a disulfide bond with another thiol and further oxidation can produce sulphfinic or sulfonic acids. The cysteine thiol group is also a nucleophile and can undergo addition and substitution reactions. Thiol groups become much more reactive when they are ionized, and cysteine residues in proteins have pKa values close to neutrality, so they are often in their reactive thiolate form in the cell. The thiol group also has a high affinity for heavy metals and proteins containing cysteine will bind metals such as mercury, lead, and cadmium tightly. Due to this ability to undergo redox reactions, cysteine has antioxidant properties. Cysteine is an important source of sulfur in human metabolism, and although it is classified as a non-essential amino acid, cysteine may be essential for infants, the elderly, and individuals with certain metabolic disease or who suffer from malabsorption syndromes. Cysteine may at some point be recognized as an essential or conditionally essential amino acid (Wikipedia). Cysteine is important in energy metabolism. As cystine, it is a structural component of many tissues and hormones. Cysteine has clinical uses ranging from baldness to psoriasis to preventing smoker's hack. In some cases, oral cysteine therapy has proved excellent for treatment of asthmatics, enabling them to stop theophylline and other medications. Cysteine also enhances the effect of topically applied silver, tin, and zinc salts in preventing dental cavities. In the future, cysteine may play a role in the treatment of cobalt toxicity, diabetes, psychosis, cancer, and seizures (http://www.dcnutrition.com/AminoAcids/). Cysteine has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₃H₇NO₂S

Average Mass

121.158

Monoisotopic Mass

121.019749163

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

52-90-4

SMILES

Not Available

InChI Identifier

InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1

InChI Key

XUJNEKJLAYXESH-REOHCLBHSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Mitochondria

Biospecimen Locations

Adrenal Cortex
Blood
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Fibroblasts
Intestine
Kidney
Liver
Neuron
Placenta
Platelet
Prostate
Saliva
Skeletal Muscle
Spleen
Sweat
Testis
Thyroid Gland
Urine

Tissue Locations

Adrenal Cortex
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Testis
Thyroid Gland

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191953	Aspartate aminotransferase, cytoplasmic	Enzyme	P17174	Homo sapiens
MMDBp0191954	Aspartate aminotransferase, mitochondrial	Enzyme	P00505	Homo sapiens
MMDBp0192110	Aminopeptidase N	Unknown	P15144	Homo sapiens
MMDBp0192166	Glutamate--cysteine ligase catalytic subunit	Enzyme	P48506	Homo sapiens
MMDBp0192167	Glutamate--cysteine ligase regulatory subunit	Enzyme	P48507	Homo sapiens
MMDBp0192186	Cystathionine gamma-lyase	Enzyme	P32929	Homo sapiens
MMDBp0192331	Glutaminyl-peptide cyclotransferase	Unknown	Q16769	Homo sapiens
MMDBp0192399	Cystathionine beta-synthase	Unknown	P35520	Homo sapiens
MMDBp0192411	Glutathione synthetase	Enzyme	P48637	Homo sapiens
MMDBp0192484	Cytosol aminopeptidase	Unknown	P28838	Homo sapiens
MMDBp0192554	Cysteine sulfinic acid decarboxylase	Enzyme	Q9Y600	Homo sapiens
MMDBp0192566	Cysteine dioxygenase type 1	Unknown	Q16878	Homo sapiens
MMDBp0193392	Methylated-DNA--protein-cysteine methyltransferase	Unknown	P16455	Homo sapiens
MMDBp0193522	Large neutral amino acids transporter small subunit 2	Transporter	Q9UHI5	Homo sapiens
MMDBp0193562	Cysteine desulfurase, mitochondrial	Unknown	Q9Y697	Homo sapiens
MMDBp0193763	Phosphopantothenate--cysteine ligase	Enzyme	Q9HAB8	Homo sapiens
MMDBp0193808	4F2 cell-surface antigen heavy chain	Unknown	P08195	Homo sapiens
MMDBp0193984	Thiamine transporter 2	Enzyme	Q9BZV2	Homo sapiens
MMDBp0194001	Monocarboxylate transporter 10	Transporter	Q8TF71	Homo sapiens
MMDBp0194158	Probable cysteine--tRNA ligase, mitochondrial	Unknown	Q9HA77	Homo sapiens
MMDBp0195054	Prenylcysteine oxidase 1	Unknown	Q9UHG3	Homo sapiens
MMDBp0195727	Molybdenum cofactor sulfurase	Enzyme	Q96EN8	Homo sapiens
MMDBp0195941	Cysteine--tRNA ligase, cytoplasmic	Enzyme	P49589	Homo sapiens
MMDBp0196046	Gamma-glutamylcyclotransferase	Enzyme	O75223	Homo sapiens
MMDBp0196284	Cysteine dioxygenase	Enzyme	Q16857	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Protein Synthesis: Cysteine
Kidney Function- Proximal Convoluted Tubule

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018116	L-Cysteine	L-Alanine	Cysteine desulfurase IscS	Desulfuration	PathBank	31602464
MMDBr0018218	L-Cysteine	Adenosine monophosphate	Cysteine--tRNA ligase	Ligation	PathBank	31602464
MMDBr0018241	Hydrogen sulfide	Acetic acid	Cysteine synthase A	Synthesis	PathBank	31602464
MMDBr0018275	L-Cysteine	Succinic acid	Cystathionine gamma-synthase	Synthesis	PathBank	31602464
MMDBr0018359	L-Cysteine	Cytidine monophosphate	Coenzyme A biosynthesis bifunctional protein CoaBC	Synthesis	PathBank	31602464
MMDBr0018398	L-Glutamic acid	gamma-Glutamylcysteine	Glutamate--cysteine ligase	Ligation	PathBank	31602464
MMDBr0018558	L-Cysteine	Hydrogen sulfide	Cystathionine beta-lyase MetC	Non-hydrolytic bond cleavage (or its reversal)	PathBank	31602464
MMDBr0019293	Oxoglutaric acid	L-Glutamic acid	Aspartate aminotransferase	Amine group addition	PathBank	31602464
MMDBr0019380	L-Cysteine	Hydrogen sulfide	Tryptophanase	Non-hydrolytic bond cleavage	PathBank	31602464
MMDBr0019432	L-Cysteine	Cytidine monophosphate	Phosphopantothenate--cysteine ligase CAB2	Ligation	PathBank	31602464
MMDBr0019442	L-Cystathionine	2-Ketobutyric acid	Cystathionine gamma-lyase	Non-hydrolytic bond cleavage (or its reversal)	PathBank	31602464
MMDBr0019446	L-Cysteine	Hydrogen sulfide	Cystathionine gamma-lyase	Non-hydrolytic bond cleavage (or its reversal)	PathBank	31602464
MMDBr0019484	L-Glutamic acid	gamma-Glutamylcysteine	Glutamate--cysteine ligase	Ligation	PathBank	31602464
MMDBr0019486	L-Cysteine	Cysteinylglycine	Glutathione hydrolase proenzyme	Hydrolysis of bond	PathBank	31602464
MMDBr0019487	Cysteinylglycine	Glycine	Cys-Gly metallodipeptidase	Peptide hydrolysis	PathBank	31602464
MMDBr0019936	Hydrogen sulfide	Acetic acid	Putative mitochondrial cysteine synthase	Synthesis	PathBank	31602464
MMDBr0019937	L-Cysteine	Hydrogen sulfide	Uncharacterized trans-sulfuration enzyme YHR112C		PathBank	31602464
MMDBr0024338	L-Cysteine	L-Cystine	Putative peroxiredoxin YkuU		RHEA	34755880
MMDBr0024392	L-Cystine	L-Cysteine	Phosphoadenosine 5'-phosphosulfate reductase	Reduction	RHEA	34755880
MMDBr0024397	Acetyl phosphate	Betaine	Glycine/sarcosine/betaine reductase complex component A	Reduction	RHEA	34755880
MMDBr0024410	Acetyl phosphate	L-Cysteine	Glycine/sarcosine/betaine reductase complex component A	Reduction	RHEA	34755880
MMDBr0024423	L-Cystine	L-Cysteine	Probable adenosylcobalamin-dependent ribonucleoside-triphosphate reductase	Reduction	RHEA	34755880
MMDBr0024428	5-Aminopentanoic acid	L-Cysteine	D-proline reductase proprotein PrdA	Reduction	RHEA	34755880
MMDBr0024444	L-Cysteine	diphosphate	Protein farnesyltransferase subunit beta	Farnesylation	RHEA	34755880
MMDBr0024471	L-Methionine	L-Cysteine	Peptide methionine sulfoxide reductase MsrA	Reduction	RHEA	34755880
MMDBr0024570	L-Cysteine	L-Cystine	Sulfiredoxin		RHEA	34755880
MMDBr0024605	L-Cysteine	L-Cystine	Thiol:disulfide interchange protein DsbD	Transfer of electrons from cytoplasmic thioredoxin to the periplasm	RHEA	34755880
MMDBr0024644	L-Cystine	L-Cysteine	Peptide methionine sulfoxide reductase MsrA	Reduction	RHEA	34755880
MMDBr0024648	L-Cysteine	diphosphate	Long-chain-fatty-acid--luciferin-component ligase	Ligation	RHEA	34755880
MMDBr0024657	L-Cysteine	L-Cystine	Putative thioredoxin reductase	Reduction	RHEA	34755880
MMDBr0024658	L-Cysteine	L-Cystine	Thioredoxin reductase 1	Reduction	RHEA	34755880
MMDBr0024677	L-Cysteine	diphosphate	Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Farnesylation	RHEA	34755880
MMDBr0024680	L-Cystine	L-Cysteine	Free methionine-R-sulfoxide reductase	Reduction	RHEA	34755880
MMDBr0024692	L-Cysteine	Hydrogen sulfide	3-mercaptopyruvate sulfurtransferase	Sulfuration	RHEA	34755880
MMDBr0024700	L-Cystine	L-Cysteine	Adenosine 5'-phosphosulfate reductase	Reduction	RHEA	34755880
MMDBr0024703	L-Cysteine	Arsenite	Arsenate reductase	Reduction	RHEA	34755880
MMDBr0024704	L-Cysteine	Arsenite	Arsenate reductase	Reduction	RHEA	34755880
MMDBr0024736	L-Cystine	L-Cysteine	Vitamin B12-dependent ribonucleoside-diphosphate reductase	Reduction	RHEA	34755880
MMDBr0024768	L-Methionine	L-Cysteine	Peptide methionine sulfoxide reductase MsrB	Reduction	RHEA	34755880
MMDBr0024769	L-Cysteine	L-Methionine	Peptide methionine sulfoxide reductase 2	Reduction	RHEA	34755880
MMDBr0024770	di-mu-Sulfido-diiron(1+)	L-Cysteine	Probable tRNA sulfurtransferase	Sulfuration	RHEA	34755880
MMDBr0024964	L-Cysteine	CoA	Palmitoyltransferase pfa3	Transfer of a palmitoyl group	RHEA	34755880
MMDBr0025054	di-mu-Sulfido-diiron(1+)	L-Cysteine	Ferredoxin-thioredoxin reductase, catalytic chain	Reduction	RHEA	34755880
MMDBr0025177	L-Cysteine	Arsenite	Arsenate reductase	Reduction	RHEA	34755880
MMDBr0025247	L-Cysteine	S-Adenosylhomocysteine	Cysteine methyltransferase	Methylation	RHEA	34755880
MMDBr0025257	Hydrogen sulfide	L-Cysteine	Sulfite reductase, dissimilatory-type subunit alpha	Reduction	RHEA	34755880
MMDBr0025258	Uridine 5'-monophosphate	L-Cysteine	tRNA-specific 2-thiouridylase MnmA	2-Thiolation of uridine	RHEA	34755880
MMDBr0025259	Adenosine triphosphate	L-Cysteine	Mitochondrial tRNA-specific 2-thiouridylase 1		RHEA	34755880
MMDBr0025379	L-Cysteine	Hydrogen sulfide	Formylglycine-generating enzyme		RHEA	34755880
MMDBr0025403	Hydrogen sulfide	L-Cysteine	Dissimilatory sulfite reductase MccA	Reduction	RHEA	34755880
MMDBr0025478	L-Cysteine	Arsenite	Mycoredoxin 1		RHEA	34755880
MMDBr0025517	L-Cysteine	pyridinium-3-carboxylic acid-5-thiocarboxylic acid mononucleotide	Pyridinium-3,5-bisthiocarboxylic acid mononucleotide synthase	Synthesis	RHEA	34755880
MMDBr0025526	L-Cysteine	pyridinium-3,5-bisthiocarboxylic acid mononucleotide	Pyridinium-3,5-bisthiocarboxylic acid mononucleotide synthase	Synthesis	RHEA	34755880
MMDBr0025573	L-Cysteine	Niacinamide	Thiamine thiazole synthase	Synthesis	RHEA	34755880
MMDBr0025620	L-Cysteine	Sn-Glycerol-1-phosphate	Phosphatidylglycerol--prolipoprotein diacylglyceryl transferase	Transfer of the diacylglyceryl group	RHEA	34755880
MMDBr0025621	L-Cysteine	Hydrogen Ion	L-cysteine S-thiosulfotransferase subunit SoxA	Transfer of a L-cysteine S-thiosulfo group	RHEA	34755880
MMDBr0025638	Adenosine triphosphate	L-Cysteine	tRNA-cytidine(32) 2-sulfurtransferase	Sulfuration	RHEA	34755880
MMDBr0025745	L-Cysteine	5'-Deoxyadenosine	Cysteine-type anaerobic sulfatase-maturating enzyme		RHEA	34755880
MMDBr0025786	L-Cysteine	L-Cystine	Peroxiredoxin	Oxidation	RHEA	34755880
MMDBr0025787	L-Cysteine	L-Cystine	Peroxiredoxin PRX1, mitochondrial		RHEA	34755880
MMDBr0025790	L-Cysteine	L-Cystine	Alkyl hydroperoxide reductase E	Reduction	RHEA	34755880
MMDBr0025929	L-Cysteine	S-Adenosylhomocysteine	Cysteine S-methyltransferase OspZ	Methylation	RHEA	34755880
MMDBr0026059	2'-Deoxyadenosine 5'-diphosphate	L-Cysteine	Vitamin B12-dependent ribonucleoside-diphosphate reductase	Reduction	RHEA	34755880
MMDBr0026130	L-Cysteine	D-Cysteine	Broad substrate specificity amino-acid racemase	Racemization	RHEA	34755880
MMDBr0026143	3-Mercaptopyruvic acid	L-Cysteine	Ornithine aminotransferase	Amine group addition	RHEA	34755880
MMDBr0036145	L-Cysteine	2-oxo-3-sulfanylpropanoic acid	L-amino acid dehydrogenase	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Aids		Association	Human Blood	HMDB	11153075
Alzheimer's disease		Association	Human Blood	HMDB	17031479
Dementia	Slight Increase	Association	Human Cerebrospinal Fluid (CSF)	HMDB	17384003
Dementia		Association	Human Blood	HMDB	17384003
Multiple sclerosis		Association	Human Cerebrospinal Fluid (CSF)	HMDB	17384003
Multiple sclerosis		Association	Human Blood	HMDB	17384003
Peripheral neuropathy		Association	Human Cerebrospinal Fluid (CSF)	HMDB	17384003
Peripheral neuropathy		Association	Human Blood	HMDB	17384003
Cerebral infarction		Association	Human Cerebrospinal Fluid (CSF)	HMDB	17384003
Cerebral infarction		Association	Human Blood	HMDB	17384003
Uremia		Association	Human Blood	HMDB	22626821
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Bacteroidetes	182	Human feces; Human stool; Human saliva; Human ; Human urine; Human appendix biopsy; Human gastric fluid; Human supragingival plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Fibrobacteres	1		Microbial culture
Bacteria/Eubacteria	Firmicutes	736	Human ; Human feces; Goat feces; Sheep feces; Human stool; Human pleural fluid plaque; Pig ; Human sputum; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	7	Human feces	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	41	Human mucosa; Human supragingival plaque; Human ; Human urine; Human feces; Human saliva; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	489	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Turkey ; Chicken ; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Actinobacteria	33	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	290	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Firmicutes	55	Human ; Human feces; Goat feces; Sheep feces; Human stool; Human pleural fluid plaque; Pig ; Human sputum; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	19	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Turkey ; Chicken ; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	5	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	2		Metabolic reconstruction
Archaea	Euryarchaeota	10		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	8	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	3	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	2		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Microbial culture; Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Chloroflexi	6
Bacteria/Eubacteria	Cyanobacteria	3
Archaea/Archaea	Euryarchaeota	13		Metabolic reconstruction
Bacteria/Eubacteria	Acidobacteria	1
Eukaryota/Fungi	Ascomycota	13	Human feces; Human saliva; Human supragingival plaque	Unknown
Bacteria	nah	2
Bacteria/Eubacteria	Aquificae	1
Bacteria	Chloroflexi	1

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Food Additive	U.S. Food and Drug Administration	FDA

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	13.0		10.0	16.0	uM	Adult (>18 years old)	Both	AIDS	HMDB	11153075
Human Blood	Detected and Quantified	12.81	2.17			uM	Elderly (>65 years old)	Both	Alzheimer's Disease	HMDB	17031479
Human Urine	Detected and Quantified			81	106	umol/mmol creatinine	Adolescent (13-18 years old)	Male	Cystinylglycinuria	HMDB	10384375
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.047		0.025	0.125	uM	Adult (>18 years old)	Not Specified	Dementia (Alzheimer's and non-Alzheimer's)	HMDB	17384003
Human Blood	Detected and Quantified	0.491		0.247	1.764	uM	Adult (>18 years old)	Not Specified	Dementia (Alzheimer's and non-Alzheimer's)	HMDB	17384003
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.042		0.022	0.10	uM	Adult (>18 years old)	Not Specified	Multiple sclerosis	HMDB	17384003
Human Blood	Detected and Quantified	0.355		0.157	1.146	uM	Adult (>18 years old)	Not Specified	Multiple sclerosis	HMDB	17384003
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.034		0.018	0.075	uM	Adult (>18 years old)	Not Specified	Peripheral neuropathy	HMDB	17384003
Human Blood	Detected and Quantified	0.415		0.199	1.038	uM	Adult (>18 years old)	Not Specified	Peripheral neuropathy	HMDB	17384003
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.048		0.018	0.10	uM	Adult (>18 years old)	Not Specified	Stroke	HMDB	17384003
Human Blood	Detected and Quantified	0.420		0.154	0.874	uM	Adult (>18 years old)	Not Specified	Stroke	HMDB	17384003
Human Blood	Detected and Quantified	5000000				uM	Children (1-13 years old)	Female	Sulfite oxidase deficiency	HMDB	23452914
Human Blood	Detected and Quantified	0.56	0.03			uM	Adult (>18 years old)	Both	uremia	HMDB	22626821
Human Urine	Detected and Quantified	14.9				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	21388201
Human Sweat	Detected and Quantified	< 10				uM	Adult (60 years old)	Male	Normal	HMDB	22194922
Human Sweat	Detected and Quantified	< 10				uM	Adult (40 years old)	Male	Normal	HMDB	22194922
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.054		0.017	0.108	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	17384003
Human Blood	Detected and Quantified	0.36	0.02			uM	Adult (>18 years old)	Both	Normal	HMDB	22626821
Human Saliva	Detected and Quantified	1.30	0.26			uM	Adult (>18 years old)	Both	Normal	HMDB	14637266
Human Blood	Detected and Quantified	131.00	40.00			uM	Infant (0-1 year old)	Both	Normal	HMDB	9554495
Human Urine	Detected and Quantified			19	27	umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	27012787
Human Blood	Detected and Quantified			197.0	283.0	uM	Adult (>18 years old)	Female	Normal	HMDB	1632485
Human Blood	Detected and Quantified	197.00	56.00			uM	Adolescent (13-18 years old)	Both	Normal	HMDB	9554495
Human Blood	Detected and Quantified	210.00	40.00			uM	Children (1-13 years old)	Both	Normal	HMDB	9554495
Human Blood	Detected and Quantified	212.00	23.00			uM	Adult (>18 years old)	Both	Normal	HMDB	9554495
Human Urine	Detected and Quantified			22	27	umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	27012787
Human Blood	Detected and Quantified			231.07	307.90	uM	Adult (>18 years old)	Male	Normal	HMDB	1632485
Human Urine	Detected and Quantified	28.00	9.00			umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	9554495
Human Urine	Detected and Quantified	30.32	24.58			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	2026685
Human Urine	Detected and Quantified	32.00	10.00			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	9554495
Human Urine	Detected and Quantified	33.4	15.5			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	9554495
Human Blood	Detected and Quantified	33.5	10.3			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Urine	Detected and Quantified	34.4	11.00			umol/mmol creatinine	Adolescent (13-18 years old)	Both	Normal	HMDB	9554495
Human Urine	Detected and Quantified	34		26	50	umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	HMDB	10384375
Human Blood	Detected and Quantified	52.0		41.0	63.0	uM	Adult (>18 years old)	Both	Normal	HMDB	12297216
Human Urine	Detected and Quantified	65.8		23.1	134.5	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified	81.0		36.7	147.6	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified	29.971	24.6			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Blood	Detected and Quantified	<5				uM	Infant (0-1 year old)	Male	Sulfite oxidase deficiency	HMDB	Clinical and Laboratory Barriers to the Timely Diagnosis of Sulphite Oxidase Deficiency. Proceedings of Singapore Healthcare, 19(2), 94-100.
Human Urine	Detected and Quantified	22.591	10.057			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Blood	Detected and Quantified			24	100	uM	Infant (0-1 year old)	Both	Normal	HMDB	Clinical and Laboratory Barriers to the Timely Diagnosis of Sulphite Oxidase Deficiency. Proceedings of Singapore Healthcare, 19(2), 94-100.
Human Adrenal cortex	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	19006102
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	20669995
Human Feces	Detected but not Quantified						Not Specified	Both	Normal	HMDB	25486321
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	17269711
Human Feces	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	24130822
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Food Biomarker Ontology

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References

Synthesis Reference

Not Available

General References

Baker DH, Czarnecki-Maulden GL: Pharmacologic role of cysteine in ameliorating or exacerbating mineral toxicities. J Nutr. 1987 Jun;117(6):1003-10. doi: 10.1093/jn/117.6.1003. [PubMed:3298579 ]
Nicholson JK, O'Flynn MP, Sadler PJ, Macleod AF, Juul SM, Sonksen PH: Proton-nuclear-magnetic-resonance studies of serum, plasma and urine from fasting normal and diabetic subjects. Biochem J. 1984 Jan 15;217(2):365-75. doi: 10.1042/bj2170365. [PubMed:6696735 ]
Kozaki K, Miyaishi O, Asai N, Iida K, Sakata K, Hayashi M, Nishida T, Matsuyama M, Shimizu S, Kaneda T, et al.: Tissue distribution of ERp61 and association of its increased expression with IgG production in hybridoma cells. Exp Cell Res. 1994 Aug;213(2):348-58. doi: 10.1006/excr.1994.1209. [PubMed:8050492 ]
Amberger VR, Hensel T, Ogata N, Schwab ME: Spreading and migration of human glioma and rat C6 cells on central nervous system myelin in vitro is correlated with tumor malignancy and involves a metalloproteolytic activity. Cancer Res. 1998 Jan 1;58(1):149-58. [PubMed:9426071 ]
Santamaria I, Velasco G, Cazorla M, Fueyo A, Campo E, Lopez-Otin C: Cathepsin L2, a novel human cysteine proteinase produced by breast and colorectal carcinomas. Cancer Res. 1998 Apr 15;58(8):1624-30. [PubMed:9563472 ]
Bulaj G, Kortemme T, Goldenberg DP: Ionization-reactivity relationships for cysteine thiols in polypeptides. Biochemistry. 1998 Jun 23;37(25):8965-72. doi: 10.1021/bi973101r. [PubMed:9636038 ]
Norris FA, Wilson MP, Wallis TS, Galyov EE, Majerus PW: SopB, a protein required for virulence of Salmonella dublin, is an inositol phosphate phosphatase. Proc Natl Acad Sci U S A. 1998 Nov 24;95(24):14057-9. doi: 10.1073/pnas.95.24.14057. [PubMed:9826652 ]
Iyer S, Leonidas DD, Swaminathan GJ, Maglione D, Battisti M, Tucci M, Persico MG, Acharya KR: The crystal structure of human placenta growth factor-1 (PlGF-1), an angiogenic protein, at 2.0 A resolution. J Biol Chem. 2001 Apr 13;276(15):12153-61. doi: 10.1074/jbc.M008055200. Epub 2000 Nov 7. [PubMed:11069911 ]
Naisbitt DJ, Vilar FJ, Stalford AC, Wilkins EG, Pirmohamed M, Park BK: Plasma cysteine deficiency and decreased reduction of nitrososulfamethoxazole with HIV infection. AIDS Res Hum Retroviruses. 2000 Dec 10;16(18):1929-38. doi: 10.1089/088922200750054657. [PubMed:11153075 ]
Eriksson A, Tohonen V, Wedell A, Nordqvist K: Isolation of the human testatin gene and analysis in patients with abnormal gonadal development. Mol Hum Reprod. 2002 Jan;8(1):8-15. doi: 10.1093/molehr/8.1.8. [PubMed:11756564 ]
Cynober LA: Plasma amino acid levels with a note on membrane transport: characteristics, regulation, and metabolic significance. Nutrition. 2002 Sep;18(9):761-6. doi: 10.1016/s0899-9007(02)00780-3. [PubMed:12297216 ]
Paivalainen S, Suokas M, Lahti O, Heape AM: Degraded myelin-associated glycoprotein (dMAG) formation from pure human brain myelin-associated glycoprotein (MAG) is not mediated by calpain or cathepsin L-like activities. J Neurochem. 2003 Feb;84(3):533-45. doi: 10.1046/j.1471-4159.2003.01539.x. [PubMed:12558973 ]
Kaminska J, Wisniewska A, Koscielak J: Chemical modifications of alpha1,6-fucosyltransferase define amino acid residues of catalytic importance. Biochimie. 2003 Mar-Apr;85(3-4):303-10. doi: 10.1016/s0300-9084(03)00074-9. [PubMed:12770769 ]
Yu FH, Westenbroek RE, Silos-Santiago I, McCormick KA, Lawson D, Ge P, Ferriera H, Lilly J, DiStefano PS, Catterall WA, Scheuer T, Curtis R: Sodium channel beta4, a new disulfide-linked auxiliary subunit with similarity to beta2. J Neurosci. 2003 Aug 20;23(20):7577-85. [PubMed:12930796 ]
Taveau M, Bourg N, Sillon G, Roudaut C, Bartoli M, Richard I: Calpain 3 is activated through autolysis within the active site and lyses sarcomeric and sarcolemmal components. Mol Cell Biol. 2003 Dec;23(24):9127-35. doi: 10.1128/MCB.23.24.9127-9135.2003. [PubMed:14645524 ]
Li Y, Gamper N, Shapiro MS: Single-channel analysis of KCNQ K+ channels reveals the mechanism of augmentation by a cysteine-modifying reagent. J Neurosci. 2004 Jun 2;24(22):5079-90. doi: 10.1523/JNEUROSCI.0882-04.2004. [PubMed:15175377 ]
Kersemans V, Cornelissen B, Kersemans K, Bauwens M, Achten E, Dierckx RA, Mertens J, Slegers G: In vivo characterization of 123/125I-2-iodo-L-phenylalanine in an R1M rhabdomyosarcoma athymic mouse model as a potential tumor tracer for SPECT. J Nucl Med. 2005 Mar;46(3):532-9. [PubMed:15750170 ]
Foss CA, Mease RC, Fan H, Wang Y, Ravert HT, Dannals RF, Olszewski RT, Heston WD, Kozikowski AP, Pomper MG: Radiolabeled small-molecule ligands for prostate-specific membrane antigen: in vivo imaging in experimental models of prostate cancer. Clin Cancer Res. 2005 Jun 1;11(11):4022-8. doi: 10.1158/1078-0432.CCR-04-2690. [PubMed:15930336 ]
Sandmann J, Schwedhelm KS, Tsikas D: Specific transport of S-nitrosocysteine in human red blood cells: Implications for formation of S-nitrosothiols and transport of NO bioactivity within the vasculature. FEBS Lett. 2005 Aug 1;579(19):4119-24. doi: 10.1016/j.febslet.2005.06.040. [PubMed:16023102 ]
Zhang JT, Li QX, Wang D, Zhu ZL, Yang YH, Cui DS, Wang MW, Sun XF: Up-regulation of PINCH in the stroma of oral squamous cell carcinoma predicts nodal metastasis. Oncol Rep. 2005 Dec;14(6):1519-22. [PubMed:16273248 ]
Nishiya Y, Yoshida Y, Yoshimura M, Fukamachi H, Nakano Y: Homogeneous enzymatic assay for L-cysteine with betaC-S lyase. Biosci Biotechnol Biochem. 2005 Nov;69(11):2244-6. doi: 10.1271/bbb.69.2244. [PubMed:16306712 ]
Lindzen M, Gottschalk KE, Fuzesi M, Garty H, Karlish SJ: Structural interactions between FXYD proteins and Na+,K+-ATPase: alpha/beta/FXYD subunit stoichiometry and cross-linking. J Biol Chem. 2006 Mar 3;281(9):5947-55. doi: 10.1074/jbc.M512063200. Epub 2005 Dec 21. [PubMed:16373350 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for L-Cysteine (MMDBc0000117)

MOL for #<Metabolite:0x0000557b764c6fc0>

3D MOL for #<Metabolite:0x0000557b764c6fc0>

3D SDF for #<Metabolite:0x0000557b764c6fc0>

3D-SDF for #<Metabolite:0x0000557b764c6fc0>

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Structure for #<Metabolite:0x0000557b764c6fc0>

3D Structure for #<Metabolite:0x0000557b764c6fc0>