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-galactono-1,4-lactone

Synonyms: L-galactono-γ-lactone, L-galactonate-γ-lactone, L-galactonic acid-γ-lactone, L-galactonic acid-g-lactone

Superclasses: an ester a lactone a gamma-lactone

Chemical Formula: C6H10O6

Molecular Weight: 178.14 Daltons

Monoisotopic Molecular Weight: 178.0477380536 Daltons

SMILES: C(O)C(O)[CH]1(C(O)C(O)C(=O)O1)

InChI: InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m0/s1

InChIKey: InChIKey=SXZYCXMUPBBULW-NEEWWZBLSA-N

Unification Links: CAS:1668-08-2 , ChEBI:17464 , ChemSpider:388522 , KEGG:C01115 , PubChem:439405

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -113.06881 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

L-ascorbate biosynthesis I (L-galactose pathway) :
L-galactono-1,4-lactone + 2 an oxidized c-type cytochrome → L-ascorbate + 2 a reduced c-type cytochrome + 3 H+

L-ascorbate biosynthesis V :
L-galactono-1,4-lactone + an oxidized electron acceptor → L-ascorbate + a reduced electron acceptor + H+

Not in pathways:
L-galactono-1,4-lactone + oxygen → L-ascorbate + hydrogen peroxide + H+

Reactions known to produce the compound:

L-ascorbate biosynthesis I (L-galactose pathway) :
L-galactopyranose + NAD+L-galactono-1,4-lactone + NADH + H+

Reactions known to both consume and produce the compound:

L-ascorbate biosynthesis V :
aldehydo-L-galactonate + H+L-galactono-1,4-lactone + H2O

In Reactions of unknown directionality:

Not in pathways:
L-galactono-1,4-lactone + 4 an oxidized c-type cytochrome = L-dehydro-ascorbate + 4 a reduced c-type cytochrome + 4 H+

Enzymes inhibited by L-galactono-1,4-lactone, sorted by the type of inhibition, are:

Inhibitor (Allosteric) of: GDP-D-mannose:GDP-L-gulose epimerase [Wolucka03] , GDP-D-mannose:GDP-L-gulose epimerase [Wolucka03]

Inhibitor (Mechanism unknown) of: GDP-D-mannose-3'',5''-epimerase [Wolucka03]


References

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

Wolucka03: Wolucka BA, Van Montagu M (2003). "GDP-mannose 3',5'-epimerase forms GDP-L-gulose, a putative intermediate for the de novo biosynthesis of vitamin C in plants." J Biol Chem 278(48);47483-90. PMID: 12954627


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.