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A8176

Sigma-Aldrich

N-Acetyl-D-mannosamine

≥98% (TLC)

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

biological source

animal (crustaceans)

Quality Level

Assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

color

white to off-white

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

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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This Item
A1394A4394M6633
N-Acetyl-D-mannosamine ≥98% (TLC)

Sigma-Aldrich

A8176

N-Acetyl-D-mannosamine

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

form

powder

form

powder

form

powder

form

powder

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

color

white to off-white

color

white to yellow cast

color

white to light yellow

color

-

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

solubility

H2O: soluble

solubility

water: 50 mg/mL, clear, colorless

solubility

chloroform: 100 mg/mL, clear, colorless

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.

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.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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

Sialic Acid

Review article and products for sialic acid synthesis and signaling.

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