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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-13 00:53:44 UTC
Update Date2023-02-21 17:16:45 UTC
HMDB IDHMDB0003585
Secondary Accession Numbers
  • HMDB0006337
  • HMDB03585
  • HMDB06337
Metabolite Identification
Common NameThiocysteine
DescriptionThe reactive species in the phosphofructokinase modulation system could be considered thiocysteine (R-S-S-) or cystine trisulfide (R-S-S-S-R) produced from cystine in the presence of gamma-Cystathionase (CST, EC 4.4.1.1). The desulfuration reaction of cystine in vivo produces thiocysteine containing a bound sulfur atom. Persulfide generated from L-cysteine inactivates tyrosine aminotransferase. Thiocysteine is the reactive (unstable) intermediate of thiocystine which functions as a persulfide in transferring its sulfane sulfur to thiophilic acceptors. Thiocystine conversion to unstable thiocysteine is accelerated by sulfhydryl compounds, or reagents that cleave sulfur-sulfur bonds to yield sulfhydryl groups. Thiocystine is proposed as the storage form of sulfane sulfur in biological systems. Liver cytosols contain factors that produce an inhibitor of tyrosine aminotransferase in 3 steps: initial oxidation of cysteine to form cystine; desulfurization of cystine catalyzed by cystathionase to form the persulfide, thiocysteine; and reaction of thiocysteine (or products of its decomposition) with proteins to form protein-bound sulfane. (PMID: 2903161 , 454618 , 7287665 ).
Structure
Data?1676999804
Synonyms
ValueSource
3-(Thiosulfeno)-alanineHMDB
3-Disulfanyl-L-alanineHMDB
(2S)-2-Amino-3-disulfanylpropanoateHMDB
(2S)-2-Amino-3-disulphanylpropanoateHMDB
(2S)-2-Amino-3-disulphanylpropanoic acidHMDB
Chemical FormulaC3H7NO2S2
Average Molecular Weight153.223
Monoisotopic Molecular Weight152.991819853
IUPAC Name(2S)-2-amino-3-disulfanylpropanoic acid
Traditional Name(2S)-2-amino-3-disulfanylpropanoic acid
CAS Registry Number5652-32-4
SMILES
N[C@H](CSS)C(O)=O
InChI Identifier
InChI=1S/C3H7NO2S2/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
InChI KeyXBKONSCREBSMCS-UWTATZPHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentCysteine and derivatives
Alternative Parents
Substituents
  • Cysteine or derivatives
  • Alpha-amino acid
  • D-alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Sulfenyl compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.917Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility14.3 g/LALOGPS
logP-2ALOGPS
logP-2.4ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)2.04ChemAxon
pKa (Strongest Basic)8.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity33.99 m³·mol⁻¹ChemAxon
Polarizability14.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+130.43131661259
DarkChem[M-H]-126.52831661259
DeepCCS[M+H]+126.38530932474
DeepCCS[M-H]-123.40830932474
DeepCCS[M-2H]-159.96330932474
DeepCCS[M+Na]+134.94930932474
AllCCS[M+H]+134.532859911
AllCCS[M+H-H2O]+130.632859911
AllCCS[M+NH4]+138.232859911
AllCCS[M+Na]+139.232859911
AllCCS[M-H]-133.732859911
AllCCS[M+Na-2H]-137.032859911
AllCCS[M+HCOO]-140.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ThiocysteineN[C@H](CSS)C(O)=O2534.9Standard polar33892256
ThiocysteineN[C@H](CSS)C(O)=O1382.6Standard non polar33892256
ThiocysteineN[C@H](CSS)C(O)=O1677.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Thiocysteine,1TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](N)CSS1528.0Semi standard non polar33892256
Thiocysteine,1TMS,isomer #2C[Si](C)(C)SSC[C@@H](N)C(=O)O1629.5Semi standard non polar33892256
Thiocysteine,1TMS,isomer #3C[Si](C)(C)N[C@H](CSS)C(=O)O1599.1Semi standard non polar33892256
Thiocysteine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C1656.7Semi standard non polar33892256
Thiocysteine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C1706.7Standard non polar33892256
Thiocysteine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C2409.9Standard polar33892256
Thiocysteine,2TMS,isomer #2C[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C1651.9Semi standard non polar33892256
Thiocysteine,2TMS,isomer #2C[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C1596.4Standard non polar33892256
Thiocysteine,2TMS,isomer #2C[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C2141.0Standard polar33892256
Thiocysteine,2TMS,isomer #3C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O1716.6Semi standard non polar33892256
Thiocysteine,2TMS,isomer #3C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O1667.3Standard non polar33892256
Thiocysteine,2TMS,isomer #3C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O2331.9Standard polar33892256
Thiocysteine,2TMS,isomer #4C[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C1760.7Semi standard non polar33892256
Thiocysteine,2TMS,isomer #4C[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C1623.7Standard non polar33892256
Thiocysteine,2TMS,isomer #4C[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C2376.4Standard polar33892256
Thiocysteine,3TMS,isomer #1C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O[Si](C)(C)C1760.2Semi standard non polar33892256
Thiocysteine,3TMS,isomer #1C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O[Si](C)(C)C1752.7Standard non polar33892256
Thiocysteine,3TMS,isomer #1C[Si](C)(C)N[C@H](CSS[Si](C)(C)C)C(=O)O[Si](C)(C)C1962.9Standard polar33892256
Thiocysteine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C)[Si](C)(C)C1808.7Semi standard non polar33892256
Thiocysteine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C)[Si](C)(C)C1762.7Standard non polar33892256
Thiocysteine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C)[Si](C)(C)C2106.2Standard polar33892256
Thiocysteine,3TMS,isomer #3C[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1871.5Semi standard non polar33892256
Thiocysteine,3TMS,isomer #3C[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1824.0Standard non polar33892256
Thiocysteine,3TMS,isomer #3C[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2108.7Standard polar33892256
Thiocysteine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1903.5Semi standard non polar33892256
Thiocysteine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1881.1Standard non polar33892256
Thiocysteine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1881.3Standard polar33892256
Thiocysteine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CSS1777.1Semi standard non polar33892256
Thiocysteine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)SSC[C@@H](N)C(=O)O1878.5Semi standard non polar33892256
Thiocysteine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CSS)C(=O)O1869.0Semi standard non polar33892256
Thiocysteine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C(C)(C)C2181.8Semi standard non polar33892256
Thiocysteine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C(C)(C)C2180.8Standard non polar33892256
Thiocysteine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CSS[Si](C)(C)C(C)(C)C2448.6Standard polar33892256
Thiocysteine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C(C)(C)C2134.1Semi standard non polar33892256
Thiocysteine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C(C)(C)C2050.4Standard non polar33892256
Thiocysteine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CSS)C(=O)O[Si](C)(C)C(C)(C)C2353.1Standard polar33892256
Thiocysteine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O2254.6Semi standard non polar33892256
Thiocysteine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O2127.2Standard non polar33892256
Thiocysteine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O2392.2Standard polar33892256
Thiocysteine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C(C)(C)C2249.3Semi standard non polar33892256
Thiocysteine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C(C)(C)C2078.7Standard non polar33892256
Thiocysteine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@H](CSS)C(=O)O)[Si](C)(C)C(C)(C)C2422.9Standard polar33892256
Thiocysteine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2485.7Semi standard non polar33892256
Thiocysteine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2395.6Standard non polar33892256
Thiocysteine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CSS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2301.4Standard polar33892256
Thiocysteine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2499.0Semi standard non polar33892256
Thiocysteine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2406.9Standard non polar33892256
Thiocysteine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2374.4Standard polar33892256
Thiocysteine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2601.0Semi standard non polar33892256
Thiocysteine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2452.8Standard non polar33892256
Thiocysteine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)SSC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2362.8Standard polar33892256
Thiocysteine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2836.6Semi standard non polar33892256
Thiocysteine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2682.1Standard non polar33892256
Thiocysteine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CSS[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2343.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thiocysteine GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9200000000-2698595247d44144b3862017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiocysteine GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9300000000-df6a4d15744f12f2dc0f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiocysteine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 10V, Positive-QTOFsplash10-052r-5900000000-cebf11d68c2df85b1cc82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 20V, Positive-QTOFsplash10-0a6r-5900000000-9adeada6729d7a30cbb02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 40V, Positive-QTOFsplash10-0006-9000000000-c9351f3fcc5c9de3b7e32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 10V, Negative-QTOFsplash10-0f79-9700000000-8561e1934a1ae7f329e12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 20V, Negative-QTOFsplash10-0fni-9200000000-df6a2ea2c3d324acdedb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 40V, Negative-QTOFsplash10-00di-9000000000-a4fc4e46a9085d75f7e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 10V, Negative-QTOFsplash10-03xr-9500000000-ad5cda072821948874e72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 20V, Negative-QTOFsplash10-03di-9000000000-5754d7edf423fce93e4d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 40V, Negative-QTOFsplash10-03di-9000000000-bda92f13cfa445b061602021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 10V, Positive-QTOFsplash10-00di-2900000000-7414a6c098c4cecae0f62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 20V, Positive-QTOFsplash10-00di-9500000000-da0c13ae52cf2b812c282021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiocysteine 40V, Positive-QTOFsplash10-00di-9000000000-df2fb47319062974eb552021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023203
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC01962
BioCyc IDNot Available
BiGG ID38786
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439614
PDB IDNot Available
ChEBI ID28839
Food Biomarker OntologyNot Available
VMH IDTHCYS
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hargrove JL: Persulfide generated from L-cysteine inactivates tyrosine aminotransferase. Requirement for a protein with cysteine oxidase activity and gamma-cystathionase. J Biol Chem. 1988 Nov 25;263(33):17262-9. [PubMed:2903161 ]
  2. Abdolrasulnia R, Wood JL: Transfer of persulfide sulfur from thiocystine to rhodanese. Biochim Biophys Acta. 1979 Mar 16;567(1):135-43. [PubMed:454618 ]
  3. Yamanishi T, Tuboi S: The mechanism of the L-cystine cleavage reaction catalyzed by rat liver gamma-cystathionase. J Biochem. 1981 Jun;89(6):1913-21. [PubMed:7287665 ]

Enzymes

General function:
Involved in pyridoxal phosphate binding
Specific function:
Catalyzes the last step in the trans-sulfuration pathway from methionine to cysteine. Has broad substrate specificity. Converts cystathionine to cysteine, ammonia and 2-oxobutanoate. Converts two cysteine molecules to lanthionine and hydrogen sulfide. Can also accept homocysteine as substrate. Specificity depends on the levels of the endogenous substrates. Generates the endogenous signaling molecule hydrogen sulfide (H2S), and so contributes to the regulation of blood pressure. Acts as a cysteine-protein sulfhydrase by mediating sulfhydration of target proteins: sulfhydration consists of converting -SH groups into -SSH on specific cysteine residues of target proteins such as GAPDH, PTPN1 and NF-kappa-B subunit RELA, thereby regulating their function.
Gene Name:
CTH
Uniprot ID:
P32929
Molecular weight:
41259.91
Reactions
L-Cystine + Water → Pyruvic acid + Ammonia + Thiocysteinedetails