Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

MetaCyc Compound: L-cystine

Superclasses: an amino acid or its derivative an amino acid an alpha amino acid a non-standard alpha amino acid

Chemical Formula: C6H12N2O4S2

Molecular Weight: 240.29 Daltons

Monoisotopic Molecular Weight: 240.02384826399998 Daltons

SMILES: C(C(C(=O)[O-])[N+])SSCC(C([O-])=O)[N+]

InChI: InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChIKey: InChIKey=LEVWYRKDKASIDU-IMJSIDKUSA-N

Unification Links: CAS:24645-67-8 , ChEBI:35492 , HMDB:HMDB00192 , KEGG:C01420 , MetaboLights:MTBLC35491 , PubChem:24798687

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -36.046562 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
L-cystine + H2O → thiocysteine + pyruvate + ammonium
a reduced thioredoxin + L-cystine → an oxidized thioredoxin + 2 L-cysteine

Reactions known to produce the compound:

Not in pathways:
amino acids(n) + H2O → amino acids(n-1) + an α amino acid
an α amino acid ester + H2O → an alcohol + an α amino acid + H+
a protein + H2O → a protein + an α amino acid

In Reactions of unknown directionality:

Not in pathways:
2 L-cysteine + NAD+ = L-cystine + NADH + H+
L-cystine = 2-aminoprop-2-enoate + thiocysteine + H+
L-cystine + 2 glutathione = glutathione disulfide + 2 L-cysteine


a 5-L-glutamyl-[peptide] + an amino acid = a 5-L-glutamyl-amino acid + a peptide

In Transport reactions:
L-glutamate[cytosol] + L-cystine[extracellular space]L-cystine[cytosol] + L-glutamate[extracellular space] ,
L-cystine[periplasmic space]L-cystine[cytosol]

Enzymes inhibited by L-cystine, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: diaminopimelate decarboxylase [White65]

Inhibitor (Mechanism unknown) of: aspartate semialdehyde dehydrogenase [Alvarez04]


References

Alvarez04: Alvarez E, Ramon F, Magan C, Diez E (2004). "L-cystine inhibits aspartate-beta-semialdehyde dehydrogenase by covalently binding to the essential 135Cys of the enzyme." Biochim Biophys Acta 1696(1);23-9. PMID: 14726201

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

White65: White PJ, Kelly B (1965). "Purification and properties of diaminopimelate decarboxylase from Escherichia coli." Biochem J 96;75-84. PMID: 14343156


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, BIOCYC14A.