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MetaCyc Compound: maltopentaose

Superclasses: all carbohydratesa carbohydratea glycanan oligosaccharidea malto-oligosaccharidea linear malto-oligosaccharide

Chemical Formula: C30H52O26

Molecular Weight: 828.72 Daltons

Monoisotopic Molecular Weight: 828.2746818438 Daltons

maltopentaose compound structure

SMILES: C(C5(OC(OC4(C(OC(OC1(C(OC(C(C1O)O)OC2(C(OC(C(C2O)O)OC3(C(OC(C(C3O)O)O)CO))CO))CO))C(C4O)O)CO))C(C(C5O)O)O))O

InChI: InChI=1S/C30H52O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26?,27-,28-,29-,30-/m1/s1

InChIKey: InChIKey=FTNIPWXXIGNQQF-HZWIHCTQSA-N

Unification Links: ChEBI:61952, ChemSpider:2006584, HMDB:HMDB12254, Kegg Glycan:G00343, MetaboLights:MTBLC61952, PubChem:2724445

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -318.1018Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
maltopentaose + H2O → maltotetraose + D-glucopyranose

starch degradation I :
a linear malto-oligosaccharide [(glucose)n] + H2O → β-maltose

starch degradation II :
a linear malto-oligosaccharide [(glucose)n] + H2O → a linear malto-oligosaccharide [(glucose)n-2] + maltose

Reactions known to produce the compound:

Not in pathways:
maltohexaose + H2O → maltopentaose + D-glucopyranose

starch degradation I :
starch → a linear malto-oligosaccharide

starch degradation II :
an exposed unphosphorylated, (α-1,6)-branched malto-oligosaccharide tail on amylopectin[chloroplast stroma] + n H2O[chloroplast stroma] → amylopectin[chloroplast stroma] + n a linear malto-oligosaccharide[chloroplast stroma]

Not in pathways:
a long-linear glucan + n H2O → a linear malto-oligosaccharide

starch biosynthesis :
n a (1,6)-α-D-glucosyl-(1,4)-α-glucan highly branched[chloroplast stroma] + n H2O[chloroplast stroma] → n a malto-oligosaccharide[chloroplast stroma] + n (1,6)-α-D-glucosyl-(1,4)-α-glucan moderately branched[chloroplast stroma]

Not in pathways:
keratan sulfate + H2O → n an oligosaccharide
blood group substance B + H2O → n an oligosaccharide
blood group substance A + H2O → n an oligosaccharide
a sialyloligosaccharide + H2O → an oligosaccharide + N-acetylneuraminate
a 1,2-β-D-glucan + H2O → n an oligosaccharide
a fucoidan + H2O → fucose + a fucose sulfate + an oligosaccharide

In Reactions of unknown directionality:

Not in pathways:
maltohexaose + phosphate = maltopentaose + α-D-glucopyranose 1-phosphate
maltohexaose + D-glucopyranose = maltopentaose + maltose
maltopentaose + D-glucopyranose = maltotetraose + maltose
maltopentaose + phosphate = maltotetraose + α-D-glucopyranose 1-phosphate

Not in pathways:
a linear malto-oligosaccharide [(glucose)n] + phosphate = a linear malto-oligosaccharide [(glucose)n-1] + α-D-glucopyranose 1-phosphate

In Transport reactions:
an oligosaccharide[extracellular space] + ATP + H2O ↔ an oligosaccharide[cytosol] + ADP + phosphate

This compound has been characterized as an alternative substrate of the following enzymes: 4-α-glucanotransferase, maltose ABC transporter, maltooligosyl-trahalose synthase


References

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

Zeeman10: Zeeman SC, Kossmann J, Smith AM (2010). "Starch: its metabolism, evolution, and biotechnological modification in plants." Annu Rev Plant Biol 61;209-34. PMID: 20192737


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 Pathway Tools version 19.5 (software by SRI International) on Wed Feb 10, 2016, biocyc13.