What is the N-Acetyl-D-Glucosamine?

N-Acetyl-D-Glucosamine is white crystalline powder, while it's Molecular Formula is C8H15NO6. white crystalline powder N-Acetyl-D-glucosamine is used in the identification and characterization of N-acetyl-beta-D-hexoaminidase. 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.

What is the CAS number for N-Acetyl-D-Glucosamine?

The CAS number of N-Acetyl-D-Glucosamine is 7512-17-6.

What is N-Acetyl-D-Glucosamine (7512-17-6) used for?

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.InChI:InChI=1/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)

Product classification

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N-Acetyl-D-Glucosamine

Product Name: N-Acetyl-D-Glucosamine
CasNo: 7512-17-6
Purity:
Appearance: white crystalline powder

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CasNo： 7512-17-6

Molecular Formula： C₈H₁₅NO₆

Appearance： white crystalline powder

99% Purity Commercial production N-Acetyl-D-Glucosamine 7512-17-6 with Cheapest Price

Molecular Formula:C8H15NO6
Molecular Weight:221.21
Appearance/Colour:white crystalline powder
Vapor Pressure:7.12E-19mmHg at 25°C
Melting Point:211 °C (dec.)(lit.)
Refractive Index:40.5 ° (C=1, H2O)
Boiling Point:636.4 °C at 760 mmHg
PKA:13.04±0.20(Predicted)
Flash Point:338.7 °C
PSA：127.09000
Density:1.423 g/cm³
LogP:-2.84410

N-Acetyl-D-Glucosamine(Cas 7512-17-6) Usage

Description	N-Acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derived from glucose.
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.
Sources	N-Acetylglucosamine (GlcNAc) is derived from chitin, the most abundant nitrogen-containing biopolymer on Earth. Chitin can be found in the exoskeletons of crustaceans and insects, as well as in fungal cell walls.^[1]
Production Methods	Microbial fermentation, particularly using engineered strains of Corynebacterium glutamicum, has emerged as a promising method for GlcNAc production.^[3]
Definition	ChEBI: The pyranose form of N-acetyl-D-glucosamine.
Uses	N-Acetyl-D-Glucosamine is commonly used for its anti-inflammatory properties in the treatment of osteoarthritis and inflammatory bowel diseases such as ulcerative colitis and Crohn's disease. It plays a crucial role in bacterial metabolism and is a key structural component in polymers like chitin, as well as heterogenous polysaccharides like murein and hyaluronic acid. GlcNAc's anti-inflammatory effects are attributed to its ability to suppress IL-1β-induced production of nitric oxide, COX-2, and IL-6 by inhibiting iNOS expression. It is also utilized in pharmaceutical quality control as a secondary standard and as a calibration standard when diluted with water. Additionally, N-Acetyl-D-Glucosamine is a major component of bacterial cell walls and the extracellular matrix in animal cells, with a structure consisting of a glucose molecule linked to an N-acetyl group.

InChI:InChI=1/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)

7512-17-6 Relevant articles

Yeast-mycelial conversion induced by N-acetyl-D-glucosamine in Candida albicans

N. SIMONETTI, V. STRIPPOLI & A. CASSONE

, Nature volume 250, pages344–346 (1974)

DIMORPHISM in fungi is generally defined as a reversible transition from a yeast habit of growth (Y) to a mycelial one (M)1. In Candida albicans Y→M transition can occur rapidly in serum, serum substitutes and other natural4–6 and synthetic media. In a few hours the yeast cell or blastospore forms a germ tube which grows as a true mycelium.

Anti-tumor properties of orally administered glucosamine and N-acetyl-d-glucosamine oligomers in a mouse model

Sachie Masuda a , Kazuo Azuma a 1 , Seiji Kurozumi a , Masatoshi Kiyose a , Tomohiro Osaki a , Takeshi Tsuka a , Norihiko Itoh a , Tomohiro Imagawa a , Saburo Minami a , Kimihiko Sato b , Yoshiharu Okamoto a

, Carbohydrate Polymers Volume 111 , 13 October 2014, Pages 783-787

Previous reports have indicated that N-acetyl-d-glucosamine oligomer (NACOS) and glucosamine oligomer (COS) possess anti-tumor properties (Harish-Prashanth and Tharanathan, 2005, Huang et al., 2006, Shen et al., 2009; Suzuki et al., 1986, Tokoro et al., 1989, Wang et al., 2008). Furthermore, it was revealed that the tumor inhibitory effects of NACOS and COS are potentially related to their ability to induce lymphocyte cytokines thorough increased T-cell proliferation.

Biochemical Characterization and Structural Analysis of a β- N-Acetylglucosaminidase from Paenibacillus barengoltzii for Efficient Production of N-Acetyl- d -glucosamine

Liu, Yihao,Jiang, Zhengqiang,Ma, Junwen,Ma, Shuai,Yan, Qiaojuan,Yang, Shaoqing

, p. 5648 - 5657 (2020/06/03)

Bioproduction of N-acetyl-d-glucosamine ...

Synthesis and anticholinesterase activities of novel glycosyl benzoxazole derivatives

Cao, Zhi-Ling,Liu, Shu-Hao,Liu, Wei-Wei,Ren, Shu-Ting,Shi, Da-Hua,Wang, Lei,Wang, You-Xian,Wu, Yu-Ran

, p. 363 - 366 (2020/02/05)

Eight glycosyl benzoxazole derivatives a...

7512-17-6 Process route

: 3-O-{α-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl-(1→6)-[β-D-glucopyranosyl-(1→3)]-2-(acetamido)-2-deoxy-β-D-glucopyranosyl}echinocystic acid 28-O-{β-D-apiofuranosyl-(1→3)-β-D-xylopyranosyl-(1→2)-[2-O-cinnamoyl-α-L-arabinopyranosyl-(1→4)]-6-O-acetyl-β-D-glucopyranosyl} ester

: 58-86-6
D-xylose

: 639-97-4,6477-44-7,42927-70-8
D-apiose

: 5328-37-0
L-arabinose

: 50-99-7
D-glucose

: 7512-17-6,282727-46-2,478518-83-1,127959-06-2,78393-48-3
2-acetamido-2-deoxy-D-glucose

: 510-30-5
echinocystic acid

Conditions

Conditions	Yield
With hydrogenchloride; water; at 85 ℃; for 2h;

: 3-O-{α-D-xylopyranosyl-(1→3)-α-L-arabinopyranosyl-(1→6)-[β-D-glucopyranosyl-(1→3)]-2-(acetamido)-2-deoxy-β-D-glucopyranosyl}echinocystic acid 28-O-(β-D-apiofuranosyl-(1→3)-β-D-xylopyranosyl-(1→2)-{2-O-[(6S,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl]-α-L-arabinopyranosyl-(1→4)}-6-O-acetyl-β-D-glucopyranosyl) ester

: 58-86-6
D-xylose

: 639-97-4,6477-44-7,42927-70-8
D-apiose

: 5328-37-0
L-arabinose

: 50-99-7
D-glucose

: 7512-17-6,282727-46-2,478518-83-1,127959-06-2,78393-48-3
2-acetamido-2-deoxy-D-glucose

: 510-30-5
echinocystic acid