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N-Acetyl-β-D-glucosamin Produkt Beschreibung

N-Acetyl-D-Glucosamine Struktur
7512-17-6
CAS-Nr.
7512-17-6
Bezeichnung:
N-Acetyl-β-D-glucosamin
Englisch Name:
N-Acetyl-D-Glucosamine
Synonyma:
NADG;D-GLCNAC;ACEN-001;NSC 52434;NSC 524344;acetylglucosamine;N-ACETYLGLUCOSAMINE;N-Acetyl-D-glucosami;2-Acetamido-D-glucose;D-N-Acetylglucosamine
CBNumber:
CB0320700
Summenformel:
C8H15NO6
Molgewicht:
221.21
MOL-Datei:
7512-17-6.mol

N-Acetyl-β-D-glucosamin Eigenschaften

Schmelzpunkt:
211 °C (dec.)(lit.)
alpha 
42 º (c=2,water,2 hrs)
Brechungsindex
40.5 ° (C=1, H2O)
storage temp. 
2-8°C
Löslichkeit
H2O: 50 mg/mL colorless to faint yellow solution, clear to very slightly hazy
Aggregatzustand
saline suspension
Boiling Point
636.4±55.0 °C(Predicted)
Density
1.54 g/cm3
Melting Point
205 °C
pka
13.04±0.20(Predicted)
Farbe
white to off-white
Wasserlöslichkeit
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
Stabilität:
Stable. Incompatible with strong oxidizing agents.
InChIKey
OVRNDRQMDRJTHS-ROGOILFBSA-N
CAS Datenbank
7512-17-6(CAS DataBase Reference)
EPA chemische Informationen
D-Glucose, 2-(acetylamino)-2-deoxy-(7512-17-6)

Sicherheit

Kennzeichnung gefährlicher Xi
R-Sätze: 36/37/38
S-Sätze: 24/25-36-26-22
WGK Germany  3
RTECS-Nr. LZ6651000
3-10
Hazard Note  Irritant
TSCA  Yes
HS Code  29329985

N-Acetyl-β-D-glucosamin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

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.

Chemische Eigenschaften

White powder

Verwenden

A pharmaceutical and cosmetic compound.

Verwenden

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. In E. coli, GlcNAc induces the expression of multidrug exporter genes, indicating that this sugar can alter gene expression. 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.

Verwenden

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-β-D-glucosamin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


N-Acetyl-β-D-glucosamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 337)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19918 60
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21696 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20672 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070;product@chemlin.com.cn
product@chemlin.com.cn CHINA 3015 60
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30001 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 23980 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 8921 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6372 58

7512-17-6(N-Acetyl-β-D-glucosamin)Verwandte Suche:


  • 2-Acetamido-2-deoxy-D-glucose 95%
  • N-Acetylglucosamine (200 mg)
  • N- acetyl -D- glucosamine (N- acetylglucosamine)
  • N-Acetyl-D-glucosamine (NADG)
  • 2-Acetamido-2-deoxy-D-glucose 2-Acetamido-2-deoxy-D-glucopyranose N-Acetyl-D-glucosamine N-[2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide D-GlcNAc
  • acetylglucosamine
  • 2-Acetanido-2-deoxy-α-D-glucopyranose
  • N-Acetamideo-2-deoxy-D-glucose
  • N-acetyl-D-glucosamine;2-Acetanido-2-deoxy-α-D-glucopyranose;N-Acetamideo-2-deoxy-D-glucose;D-GlcNAc
  • 2-(acetylamino)-2-deoxy-D-Glucose
  • 2-Acetamido-2-deoxy-D-glucoseN-Acetyl-beta-D-glucosamine
  • N-Acetyl-D-glucosamine, N-[(1R,2R,3S,4R)-1-Formyl-2,3,4,5-tetrahydroxypentyl]acetamide
  • NSC 524344
  • N-Acetyl-D-glucosamine, 98+%
  • 2-Acetamido-2-deoxy-alpha-glucopyranose
  • N-ACETYL-D-GLUCOSAMINE extrapure AR for biochemistry
  • 2-Acetamido-2-deoxy-D-glucose, D-GlcNAc
  • 2-Acetamido-2-deoxyglucose
  • 2-Acetamido-D-glucose
  • D-N-Acetylglucosamine
  • 2-Acetamido-2-deoxy-D-glucopyranose,98%
  • N-Acetyl-D-glucosamine
  • ACETYL-DL-GLUCOSAMINE, N-(P)
  • N-Acetyl-D-glucosamine,2-Acetamido-2-deoxy-D-glucose, D-GlcNAc
  • N-Acetyl-D-glucosami
  • N-Acetyl-D-glucosamine - CAS 7512-17-6 - Calbiochem
  • N-Acetyl-D-glucosaMine, 98.0%(LC&N
  • N-qcetyl-D-glucosamine
  • 2-Acetamido-2-deoxy-alpga-D-glucopyranose
  • N-ACETYL-D-GLUCOSAMINE 80 MESH
  • N-ACETYL-D-GLUCOSAMINE CELL CULTURETESTE D
  • N-Acetyl-D-Glucosamine97.5-102.5%
  • N-Acetylglucosamine,USP28:97,5-102,5%HPLC
  • NSC 52434
  • D-Glucose, 2-(acetylamino)-2-deoxy-
  • N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
  • N-ACETYL-D-GLUCOSAMINE COSMETIC GRADE
  • N-ACETYL-DELTA-GLUCOSAMINE
  • 2-ACETAMIDO-2-DESOXY-D-GLUCOPYRANOSE, N-ACETYL-D-GLUCOSAMINE
  • 2-Acetamido-2-deoxy-D-glucopyranose
  • N-Acetyl-beta-D-glucosamine
  • 2-Acetamido-2-deoxy-D-glucopyranose, N-Acetyl-D-glucosamine
  • N-((1R,2R,3S,4R)-1-FORMYL-2,3,4,5-TETRAHYDROXY-PENTYL)-ACETAMIDE
  • N-ACETYL-D-GLUCOSAMINE, IMMOBILIZED ON DIVINYLSULFONE-ACTIVATED AGAROSE 6B
  • N-ACETYL-D-GLUCOSAMINIDE
  • N-ACETYLGLUCOSAMINE
  • D-GLCNAC
  • ACETYL-D-GLUCOSAMINE, N-
  • 2-ACETAMIDO-2-DEOXY-D-GLUCOSE
  • 2-(acetylamino)-2-deoxy-d-glucos
  • 2-AcetaMido-2-deoxy-D-glucopyranose, 98% 10GR
  • N-Acety-D-GlucosaMine
  • N-ACETYLGLUCOSAMINE (13C6, 99%)
  • N-Acetyl-D-glucosamine - plant source
  • NADG
  • ACEN-001
  • 7512-17-6
  • 75120-17-6
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