N-Acetyl-D-glucosamine , 97% , 7512-17-6

Synonym(s):
N-Acetyl-D-glucosamine;D-GlcNAc;2-Acetamido-2-deoxy-D-glucose;N-Acetyl-D-glucosamine - CAS 7512-17-6 - Calbiochem;NAG, GlcNAc

CAS NO.：7512-17-6

Empirical Formula: C8H15NO6

Molecular Weight: 221.21

MDL number: MFCD00136044

EINECS: 231-368-2

PRODUCT Properties

• Melting point: 211 °C (dec.) (lit.)
• alpha: 42 º (c=2,water,2 hrs)
• vapor pressure: 8Pa at 20℃
• refractive index: +39.0 to +42.0 ° (C=1, H2O)
• storage temp.: -20°C
• 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.
• Boiling point: 636.4±55.0 °C(Predicted)
• Density: 1.54 g/cm3
• pka: 13.04±0.20(Predicted)
• form: saline suspension
• color: white to off-white
• optical activity: Alpha type +75 → +41 Beta type -22 → +41.3
• Water Solubility: H2O: 50 mg/mL colorless to faint yellow solution, clear to very slightly hazy
• Sensitive: Hygroscopic
• Merck: 14,4458
• BRN: 1727589
• Stability: Stable. Incompatible with strong oxidizing agents.
• InChIKey: OVRNDRQMDRJTHS-ROGOILFBSA-N
• LogP: -2.2 at 23.7℃

Description and Uses

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.

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.

Safety

• Symbol(GHS): GHS05
• Signal word: Danger
• Hazard statements: H314
• Precautionary statements: P280-P305+P351+P338-P310
• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 24/25-36-26-22
• WGK Germany: 3
• RTECS: LZ6651000
• F: 3-10
• Hazard Note: Irritant
• TSCA: Yes
• HS Code: 29329985