Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015
twitter

MetaCyc Compound: N-acetyl-β-D-mannosamine

Superclasses: all carbohydrates a carbohydrate a glycan a sugar a monosaccharide an amino sugar a hexosamine an N-acetyl-D-hexosamine N-acetyl-D-mannosamine
all carbohydrates a carbohydrate a glycan a sugar a monosaccharide an amino sugar a hexosamine an N-acyl-D-mannosamine N-acetyl-D-mannosamine

Chemical Formula: C8H15NO6

Molecular Weight: 221.21 Daltons

Monoisotopic Molecular Weight: 221.0899372193 Daltons

<i>N</i>-acetyl-β-D-mannosamine compound structure

SMILES: CC(=O)NC1(C(O)OC(CO)C(O)C(O)1)

InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8-/m1/s1

InChIKey: InChIKey=OVRNDRQMDRJTHS-OZRXBMAMSA-N

Unification Links: CAS:3615-17-6 , ChEBI:63154 , HMDB:HMDB01129 , IAF1260:35606 , KEGG:C00645 , MetaboLights:MTBLC63154 , PubChem:11096158

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -58.563206 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

CMP-N-acetylneuraminate biosynthesis I (eukaryotes) , N-acetylneuraminate and N-acetylmannosamine degradation I :
N-acetyl-D-mannosamine + ATP → N-acetyl-D-mannosamine 6-phosphate + ADP + H+

CMP-N-acetylneuraminate biosynthesis II (bacteria) :
phosphoenolpyruvate + N-acetyl-D-mannosamine + H2O → N-acetyl-β-neuraminate + phosphate

Reactions known to produce the compound:

Not in pathways:
a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + 2 H2O → a protopanaxatriol-type ginsenoside with no glycosidic modification at position 6 + a monosaccharide + D-glucopyranose
a protopanaxadiol-type ginsenoside with two glycosyl residues at position 20 + H2O → a protopanaxadiol-type ginsenoside with a single glucosyl residue at position 20 + a monosaccharide

Not in pathways:
a thioglucoside + H2O → a sugar + a thiol
a sugar phosphate + H2O → a sugar + phosphate
glycosyl-N-acylsphingosine + H2O → a ceramide + a sugar

Reactions known to both consume and produce the compound:

Not in pathways:
N-acetyl-β-D-mannosamineN-acetyl-β-D-glucosamine

N-acetylneuraminate and N-acetylmannosamine degradation I :
N-acetylneuraminate ↔ N-acetyl-D-mannosamine + pyruvate

N-acetylneuraminate and N-acetylmannosamine degradation II :
N-acetyl-D-mannosamineN-acetyl-D-glucosamine
N-acetylneuraminate ↔ N-acetyl-D-mannosamine + pyruvate

In Reactions of unknown directionality:

Not in pathways:
N-acetyl-β-neuraminate = N-acetyl-β-D-mannosamine + pyruvate

Not in pathways:
an N-acetyl-D-hexosamine + ATP = an N-acetyl-α-D-hexosamine 1-phosphate + ADP + H+

Not in pathways:
an N-acyl-D-mannosamine + ATP = an N-acyl-α-D-mannosamine 6-phosphate + ADP + H+
an N-acyl-D-mannosamine + NAD+ = an N-acyl-D-mannosaminolactone + NADH + H+
an N-acyl-D-glucosamine = an N-acyl-D-mannosamine

Not in pathways:
a protopanaxatriol-type ginsenoside with two glycosyl residues at position 6 + H2O = a protopanaxatriol-type ginsenoside with a single glucosyl at position 6 + a monosaccharide

In Transport reactions:
a monosaccharide[extracellular space] + ATP + H2O ↔ a monosaccharide[cytosol] + ADP + phosphate ,
a [PTS enzyme I]-Nπ-phospho-L-histidine + a sugar[out] → a [PTS enzyme I]-L-histidine + a sugar phosphate[in]

This compound has been characterized as an alternative substrate of the following enzymes: N-acetyl-α-D-glucosamine 1-dehydrogenase


References

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


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 19.0 on Sat Aug 29, 2015, biocyc13.