A8176

Sigma-Aldrich

N-Acetyl-D-mannosamine

≥98% (TLC)

Empirical Formula (Hill Notation):
C8H15NO6
CAS Number:
Molecular Weight:
221.21
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

animal (crustaceans)

assay

≥98% (TLC)

form

powder

application(s)

thin layer chromatography (TLC): suitable

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O

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

InChI key

OVRNDRQMDRJTHS-UOLFYFMNSA-N

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Related Categories

Application

N-Acetyl-D-mannosamine (ManNAc) is used as a substrate to identify, differentiate and characterize enzymes such as N-acetyl-glucosamine epimerase(s) and aldolase(s). N-Acetyl-D-mannosamine is used for the synthesis of of N-acetylneuraminic acid.

Packaging

10 mg in autosample vial

Biochem/physiol Actions

N-Acetyl-D-mannosamine (ManNAc) is an essential precursor of N-acetylneuraminic acid (NeuAc), the specific monomer of polysialic acid. Transport studies in the E. coli K1 strain have been performed to probe the effect of ManNAc on capsular polysialic acid production.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Beatriz Revilla-Nuin et al.
FEBS letters, 511(1-3), 97-101 (2002-02-01)
N-Acetyl-D-mannosamine (ManNAc) and N-acetyl-D-glucosamine (GlcNAc) are the essential precursors of N-acetylneuraminic acid (NeuAc), the specific monomer of polysialic acid (PA), a bacterial pathogenic determinant. Escherichia coli K1 uses both amino sugars as carbon sources and uptake takes place through the...
María Inmaculada García-García et al.
PloS one, 9(5), e96976-e96976 (2014-05-13)
N-acetyl neuraminate lyases (NALs) catalyze the reversible aldol cleavage of N-acetyl neuraminic acid (Neu5Ac) to pyruvate and N-acetyl-D-mannosamine (ManNAc). Previous phylogenetic studies divided NALs into four different groups. Groups 1 and 2 have been well characterized at both kinetic and...
Karel Horňák et al.
Journal of chromatography. A, 1365, 115-123 (2014-09-23)
The concentrations of free neutral carbohydrates and amino sugars were determined in freshwater samples of distinct matrix complexity, including meso-, eu- and dystrophic lakes and ponds, using high-performance ion-exclusion chromatography (HPIEC) coupled to mass spectrometry (MS). In contrast to other...
Articles
Review article and products for sialic acid synthesis and signaling.
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