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2-acetamido-2-deoxy-D-mannose

Names

[ CAS No. ]:
3615-17-6

[ Name ]:
2-acetamido-2-deoxy-D-mannose

[Synonym ]:
2-Acetamido-2-deoxy-D-mannopyranose Monohydrate
2-acetamido-2-deoxy-D-galacticol
N-((2S,3R,4S,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl)acetamide
GalNAc-ol
2-acetamido-2-deoxygalactitol
2-acetamido-2-deoxy-galactose
HPG-Beta2-N1
2-Acetamido-2-deoxy-D-galactitol
N-acetyl-galactosaminitol
MFCD00136044
D-GalNAc-ol
2-acetamido-2-deoxy-D-mannose
N-Acetyl-D-galactosaminitol
N-Acetyl-D-mannosamine Monohydrate
EINECS 222-790-8
2-acetamido-2-deoxy-D-galacitol

Biological Activity

[Description]:

N-Acetyl-D-mannosamine (ManNAc) is an essential precursor of N-acetylneuraminic acid (NeuAc), the specific monomer of bacterial capsular polysialic acid (PA)[1].N-Acetyl-D-mannosamine (ManNAc) can be metabolized by GNE and GlcNAc 2-epimerase (Renin binding protein, RnBP), into ManNAc-6-phosphate and GlcNAc, respectively. N-Acetyl-d-mannosamine (ManNAc) and its derivatives activates hypocretin (HCRT) gene expression in the orexin neurons, providing a potential model for the testing of a therapy for neural disorders[2].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Revilla-Nuin B, et al. Transport of N-acetyl-D-mannosamine and N-acetyl-D-glucosamine in Escherichia coli K1: effect on capsular polysialic acid production. FEBS Lett. 2002 Jan 30;511(1-3):97-101.

[2]. Hayakawa K, et al. Reactivation of hyperglycemia-induced hypocretin (HCRT) gene silencing by N-acetyl-d-mannosamine in the orexin neurons derived from human iPS cells. Epigenetics. 2017 Sep;12(9):764-778.

Chemical & Physical Properties

[ Density]:
1.423g/cm3

[ Boiling Point ]:
636.4ºC at 760mmHg

[ Melting Point ]:
205ºC

[ Molecular Formula ]:
C8H15NO6

[ Molecular Weight ]:
221.20800

[ Flash Point ]:
338.7ºC

[ Exact Mass ]:
221.09000

[ PSA ]:
119.25000

[ Index of Refraction ]:
1.575

[ Storage condition ]:
-20°C Freezer

MSDS

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Precursor & DownStream

Precursor

DownStream

Related Compounds