Metabolic Modeling Tutorial
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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
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MetaCyc Compound Class: a thiol

Superclasses: an organosulfur compound

Child Classes: a disulfide (0) , a perthiol (1) , a polysulfide (0) , a protein disulfide (0) , a protein dithiol (0) , a thioether (3) , an alkyl-thiol (0) , R'C(R)SH (0)

Instances:
(1/2,5,6)-2-(3-azibutylthio)-5,6-epoxy-3-cyclohexen-1-ol ,
3-(methylthio)propanoate ,
cysteamine ,
desacetylmycothiol ,
dithiothreitol ,
ethanethiol ,
furfuryl thiol ,
glutathione amide ,
glutathione amide disulfide ,
glutathione amide perthiol ,
mercaptohistidine ,
methanethiol ,
mycothiol ,
ovothiol ,
thiobenzoate ,
thiophenol ,
trichloromethanethiol

SMILES: S[R]

Unification Links: KEGG:C00145

Reactions known to consume the compound:

glutathione-mediated detoxification II , sulfur volatiles biosynthesis :
a thiol + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + a methyl thioether + H+

sulfur oxidation IV (intracellular sulfur) :
a perthiol + a [DsrE protein]-L-cysteine → a thiol + a [DsrE protein] persulfide
intracellular S0n + a thiol → intracellular S0n-1 + a perthiol

thiosulfate disproportionation I (thiol-dependent) :
thiosulfate + 2 a thiol → sulfite + hydrogen sulfide + a disulfide + H+

Reactions known to produce the compound:

glutathione-mediated detoxification I , glutathione-mediated detoxification II :
an L-cysteine-S-conjugate + H2O → a thiol + pyruvate + ammonium

Not in pathways:
a ubiquitin C-terminal thioester + H2O → a ubiquitin + a thiol
a ubiquitin C-terminal thioester + H2O → a ubiquitin + a thiol
a thioglucoside + H2O → a sugar + a thiol

In Reactions of unknown directionality:

Not in pathways:
an L-cysteine-S-conjugate = a thiol + 2-aminoprop-2-enoate + H+
3'-phosphoadenylyl-sulfate + a thiol = adenosine 3',5'-bisphosphate + S-alkyl thiosulfate

Enzymes activated by a thiol, sorted by the type of activation, are:

Activator (Mechanism unknown) of: α-galactosidase [Burstein71] , acetaldehyde dehydrogenase [Rudolph68, Shone81]

This compound has been characterized as a cofactor or prosthetic group of the following enzymes: nitric-oxide synthase , nitric oxide synthase , nitric-oxide synthase


References

Burstein71: Burstein C, Kepes A (1971). "The alpha-galactosidase from Escherichia coli K12." Biochim Biophys Acta 1971;230(1);52-63. PMID: 5543331

Rudolph68: Rudolph FB, Purich DL, Fromm HJ (1968). "Coenzyme A-linked aldehyde dehydrogenase from Escherichia coli. I. Partial purification, properties, and kinetic studies of the enzyme." J Biol Chem 1968;243(21);5539-45. PMID: 4301680

Shone81: Shone CC, Fromm HJ (1981). "Steady-state and pre-steady-state kinetics of coenzyme A linked aldehyde dehydrogenase from Escherichia coli." Biochemistry 1981;20(26);7494-501. PMID: 7034777


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 Mon Nov 24, 2014, BIOCYC14B.