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N-Acetyl-D-Glucosamine

N-Acetyl-D-Glucosamine
N-Acetyl-D-Glucosamine structure
CAS No.
7512-17-6
Chemical Name:
N-Acetyl-D-Glucosamine
Synonyms
NADG;D-GLCNAC;ACEN-001;NSC 52434;NSC 524344;acetylglucosamine;N-ACETYLGLUCOSAMINE;Gastrodin Impurity 9;N-Acetyl-D-glucosami;N-Acetyl-D-glucosamin
CBNumber:
CB0320700
Molecular Formula:
C8H15NO6
Formula Weight:
221.21
MOL File:
7512-17-6.mol

N-Acetyl-D-Glucosamine Properties

Melting point:
211 °C (dec.)(lit.)
alpha 
42 º (c=2,water,2 hrs)
refractive index 
40.5 ° (C=1, H2O)
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL colorless to faint yellow solution, clear to very slightly hazy
pka
13.04±0.20(Predicted)
Boiling point:
636.4±55.0 °C(Predicted)
Density 
1.54 g/cm3
form 
saline suspension
color 
white to off-white
Water Solubility 
Soluble in concentrated hydrochloric acid, sulfuric acid, phosphoric acid and formic acid. Insoluble in water, dilute acids, dilute alkalis, concentrated alkalis and organic solvents.
Sensitive 
Hygroscopic
Merck 
14,4458
BRN 
1727589
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
OVRNDRQMDRJTHS-ROGOILFBSA-N
CAS DataBase Reference
7512-17-6(CAS DataBase Reference)
EPA Substance Registry System
N-Acetylglucosamine (7512-17-6)
SAFETY
  • Risk and Safety Statements
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36-26-22
WGK Germany  3
RTECS  LZ6651000
3-10
Hazard Note  Irritant
TSCA  Yes
HS Code  29329985

N-Acetyl-D-Glucosamine price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A3286 N-Acetyl-D-glucosamine suitable for cell culture, BioReagent 7512-17-6 5g $105 2019-12-02 Buy
Sigma-Aldrich 1010022 N-Acetyl-D-glucosamine United States Pharmacopeia (USP) Reference Standard 7512-17-6 200mg $308.7 2019-12-02 Buy
TCI Chemical A0092 N-Acetyl-D-glucosamine >98.0%(HPLC)(N) 7512-17-6 25g $32 2019-12-02 Buy
TCI Chemical A0092 N-Acetyl-D-glucosamine >98.0%(HPLC)(N) 7512-17-6 100g $94 2019-12-02 Buy
Alfa Aesar A13047 N-Acetyl-D-glucosamine, 98+% 7512-17-6 50g $61.3 2020-06-24 Buy

N-Acetyl-D-Glucosamine Chemical Properties,Uses,Production

Description

N-Acetyl-D-Glucosamine is the N-acetyl derivative of glucosamine.Chemically it is an amide between glucosamine and acetic acid. A single N-acetlyglucosamine moiety linked to serine or threonine residues on nuclear and cytoplasmic proteins -O-GlcNAc, is an ubiquitous post-translational protein modification. O-GlcNAc modified proteins are involved in sensing the nutrient status of the surrounding cellular environment and adjusting the activity of cellular proteins accordingly. O-GlcNAc regulates cellular responses to hormones such as insulin, initiates a protective response to stress, modulates a cell's capacity to grow and divide, and regulates gene transcription. In humans, it exists in skin, cartilage and blood vessel as a component of hyaluronic acid, and bone tissue, cornea and aorta as a component of keratan sulfate.
N-Acetyl-D-glucosamine (D-GlcNAc) is a derivitized glucose monomer found in polymers of bacterial cell walls, chitin, hyaluronic acids and various glycans. It is also synthesized in the glycosylation pathway as uridine diphosphate (UDP-GlcNAc), which can then be released following degradation of glycosylated proteins.D-GlcNAc is used to identify, differentiate and characterize N-acetyl-β-D-hexoaminidase(s). It is also used in the treatment of osteoarthritis and inflammatory bowel disease (IBD), including ulcerative colitis and Crohn's disease. Further, it is used as a substrate in sialic acid production, cosmetics and in drug development research.

Chemical Properties

White powder

Uses

A pharmaceutical and cosmetic compound.

Uses

N-acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derivative of glucose. It is released by the action of O-GlcNAcase, in mammalian systems from proteins that have been post-translationally modified with O-GlcNAc. Levels of O-GlcNAcylation proteins from Alzheimer’s disease brain extracts are decreased as compared to that in controls, suggesting that release of GlcNAc may contribute to pathogenesis.1 In E. coli, GlcNAc induces the expression of multidrug exporter genes, indicating that this sugar can alter gene expression.1 GlcNAc is also the monomeric unit of chitin, which is found in fungi and many invertebrates, including crustaceans, insects, and nematodes. For this reason, chemicals that inhibit the incorporation of GlcNAc into chitin are cytotoxic to these organisms.
  1. Atypical microbial danger signal that acts as a new activator of NLRP3 inflammasome by dissociating the enzyme hexokinase from the mitochondria. D-GlcNAc inhibits purified hexokinase, which is also involved in the glucose metabolism and obesity in mM range. For hexokinase dissociation from the mitochondria much higher concentrations are needed.
  2. Acceptor substrate for galactosyltransferases. Inhibits the lectin WGA and is used to identify, differentiate and characterize N-acetyl-β-D-hexosaminidase(s).
  3. Used in the treatment of osteoarthritis and inflammatory bowel disease (IBD), including ulcerative colitis and Crohn's disease. Significantly enhances the prevention of joint damage and inhibits elastase activity and superoxide release from human polymorphonuclear leukocytes. Acts as a cytoprotective agent restoring the integrity and normal function of mucous membrane in humans.
  4. D-GlcNAc enhances the proliferation and collagen expression of fibroblasts, reduces hyperpigmentation and is therefore considered a valuable ingredient in cosmetics for improving skin wrinkles and color.
  5. Important substrate for the production of sialic acids.
  6. Used in multiple other applications in drug development and food supplement, based on a newly described bio-wave model.

Definition

ChEBI: The pyranose form of N-acetyl-D-glucosamine.

N-Acetyl-D-Glucosamine Preparation Products And Raw materials

Raw materials

Preparation Products


N-Acetyl-D-Glucosamine Suppliers

Global( 394)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-571-85586718
+86-571-85864795 sales@capotchem.com China 19929 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21821 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22626 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3014 60
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30045 58
Jinan Carbotang Biotech Co.,Ltd.
+86 15866703830
figo.gao@foxmail.com CHINA 1016 58
Chengdu Biopurify Phytochemicals Ltd.
18080483897
maggie@biopurify.com CHINA 2645 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23977 58
Accela ChemBio Inc.
(+1)-858-699-3322
(+1)-858-876-1948 info@accelachem.com United States 19819 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 10171 58

View Lastest Price from N-Acetyl-D-Glucosamine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-11-12 N-Acetyl-D-Glucosamine
7512-17-6
US $1.00 / KG 1KG 98% min 10T Henan Xiangtong Chemical Co., Ltd.
2018-12-17 N-Acetyl-D-Glucosamine
7512-17-6
US $2.00 / kg 10kg 99% ask career henan chemical co

N-Acetyl-D-Glucosamine Spectrum


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