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Merck

A3286

N-Acetyl-D-glucosamine

suitable for cell culture, BioReagent

Synonym(s):

2-Acetamido-2-deoxy-D-glucose, D-GlcNAc

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About This Item

Empirical Formula (Hill Notation):
C8H15NO6
CAS Number:
7512-17-6
Molecular Weight:
221.21
UNSPSC Code:
12352201
NACRES:
NA.75
PubChem Substance ID:
24890757
EC Number:
231-368-2
Beilstein/REAXYS Number:
1727589
MDL number:
MFCD00061615

Key Documents

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InChI key

OVRNDRQMDRJTHS-RTRLPJTCSA-N

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

SMILES string

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

product line

BioReagent

assay

≥95% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

211 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

200

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Application

N-Acetyl-D-glucosamine addition has been used:
  • as a substrate to develop dot-blots
  • as a substrate to reveal alkaline phosphatase in the immunohistochemical analysis
  • to detect specific immune complexes in western blot analysis

Biochem/physiol Actions

N-Acetylglucosamine (GlcNAc) oligomer may have the ability to initiate factors for canine polymorphonuclear cells (PMN) in vivo. It possesses wound healing and chemotactic activity. GlcNAc and its derivatives are usually employed in preparing dietary supplements and also used in therapeutic development.

General description

N-Acetylglucosamine (GlcNAc), a derivative of glucose is a monosaccharide. It is a white powder and is mildly sweet. It melts at 221°C. GlcNAc is 25% soluble in water. It is present in bromelain, ricin agglutinin and abrus agglutinin, in plants. In humans, it is present in tissue plasminogen activator, growth factors and hormones.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000524853
0000524853
0000522715
0000522715
0000522016

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Glucose metabolism and hexosamine pathway regulate oncogene-induced senescence
Gitenay D, et al.
Cell Death & Disease, 5(2), e1089-e1089 (2014)
Cumulus expansion, nuclear maturation and connexin 43, cyclooxygenase-2 and FSH receptor mRNA expression in equine cumulus-oocyte complexes cultured in vitro in the presence of FSH and precursors for hyaluronic acid synthesis
Dell'Aquila M E, et al.
Reproductive Biology and Endocrinology, 2(1), 44-44 (2004)
Glycoprofiling effects of media additives on IgG produced by CHO cells in fed-batch bioreactors
Kildegaard H F, et al.
Biotechnology and Bioengineering, 113(2), 359-366 (2016)
Effect of N-acetyl-d-glucosamine and d-glucosamine oligomers on canine polymorphonuclear cells in vitro
Usami Y, et al.
Carbohydrate Polymers, 36(2-3), 137-141 (1998)
Mikkel Girke Jørgensen et al.
Genes & development, 27(10), 1132-1145 (2013-05-15)
Many bacterial small RNAs (sRNAs) regulate gene expression through base-pairing with mRNAs, and it has been assumed that these sRNAs act solely by this one mechanism. Here we report that the multicellular adhesive (McaS) sRNA of Escherichia coli uniquely acts
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