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Key Documents

A3286

Sigma-Aldrich

N-Acetil-D-glicosamina

BioReagent, suitable for cell culture

Sinônimo(s):

2-Acetamido-2-desoxi-D-glicose, D-GlcNAc

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About This Item

Fórmula empírica (Notação de Hill):
C8H15NO6
Número CAS:
Peso molecular:
221.21
Beilstein:
1727589
Número CE:
Número MDL:
Código UNSPSC:
12352201
ID de substância PubChem:
NACRES:
NA.75

linha de produto

BioReagent

Nível de qualidade

Ensaio

≥95% (HPLC)

forma

powder

técnica(s)

cell culture | mammalian: suitable

pf

211 °C (dec.) (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

OVRNDRQMDRJTHS-RTRLPJTCSA-N

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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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)
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)
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)
Lucy G Weaver et al.
Carbohydrate research, 371, 68-76 (2013-03-26)
Poly-N-acetylglucosamine (PNAG) saccharides are an important constituent of bacterial biofilms, such as those produced by Staphylococcus aureus. We have developed a simple two-step iterative method for the synthesis of β-(1→6)-glucosamine oligosaccharides that are structurally similar to PNAG. We illustrate the

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