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PHR1432

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N-Acétyl-D-glucosamine

Pharmaceutical Secondary Standard; Certified Reference Material

Synonyme(s) :

2-Acétamido-2-désoxy-D-glucose, D-GlcNAc

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About This Item

Formule empirique (notation de Hill):
C8H15NO6
Numéro CAS:
Poids moléculaire :
221.21
Numéro Beilstein :
1727589
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

certified reference material
pharmaceutical secondary standard

Niveau de qualité

Agence

traceable to USP 1010022

Famille d'API

glucosamine

CofA (certificat d'analyse)

current certificate can be downloaded

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

211 °C (dec.) (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

2-30°C

Chaîne 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

Clé InChI

OVRNDRQMDRJTHS-RTRLPJTCSA-N

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Description générale

N-Acetylglucosamine (GlcNAc) is a monosaccharide, derived from glucose and undergoes linear polymerization by (1,4)-β-linkages to form the polymer chitin. It is also a component of heterogenous polysaccharides, such as murein and hyaluronic acid. N-acetylglucosamine exhibits anti-inflammatory properties and is considered as a potential drug in the treatment of osteoarthritis. Its antiarthritic mode of mechanism involves the suppression of IL-1β (Interleuken-1β)-induced NO (nitric oxide), cyclooxygenase-2 (COX-2), and IL-6 production by inhibition of expression of iNOS (inducible nitric oxide synthase) protein and mRNA.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

N-Acetylglucosamine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by spectrophotometric, chromatographic, and electrophoretic techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Remarque sur l'analyse

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Autres remarques

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Note de bas de page

To see an example of a Certificate of Analysis for this material enter LRAC3267 in the slot below. This is an example certificate only and may not be the lot that you receive.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Capillary electrophoretic determination of glucosamine in osteoarthritis tablets via microwave-accelerated dansylation
Qi L, et al.
Journal of Pharmaceutical and Biomedical Analysis, 41(5), 1620-1624 (2006)
Determination of N-acetylglucosamine in cosmetic formulations and skin test samples by hydrophilic interaction liquid chromatography and UV detection
Pedrali A, et al.
Journal of Pharmaceutical and Biomedical Analysis, 107(8), 125-130 (2015)
N-acetylglucosamine prevents IL-β-mediated activation of human chondrocytes
Shikhman AR, et al.
Journal of Immunology, 166(8), 5155-5160 (2001)
Natasha E Zachara
American journal of physiology. Heart and circulatory physiology, 302(10), H1905-H1918 (2012-01-31)
More than 1,000 proteins of the nucleus, cytoplasm, and mitochondria are dynamically modified by O-linked β-N-acetylglucosamine (O-GlcNAc), an essential post-translational modification of metazoans. O-GlcNAc, which modifies Ser/Thr residues, is thought to regulate protein function in a manner analogous to protein
Gerald W Hart et al.
Nature, 446(7139), 1017-1022 (2007-04-27)
All animals and plants dynamically attach and remove O-linked beta-N-acetylglucosamine (O-GlcNAc) at serine and threonine residues on myriad nuclear and cytoplasmic proteins. O-GlcNAc cycling, which is tightly regulated by the concerted actions of two highly conserved enzymes, serves as a

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