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Merck

PHR1432

Supelco

N-Acetil-D-glucosamina

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

2-Acetamido-2-desoxi-D-glucosa, D-GlcNAc

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About This Item

Fórmula empírica (notación de Hill):
C8H15NO6
Número de CAS:
Peso molecular:
221.21
Beilstein:
1727589
Número MDL:
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
NACRES:
NA.24

grado

certified reference material
pharmaceutical secondary standard

Nivel de calidad

Agency

traceable to USP 1010022

familia API

glucosamine

CofA

current certificate can be downloaded

técnicas

HPLC: suitable
gas chromatography (GC): suitable

mp

211 °C (dec.) (lit.)

aplicaciones

pharmaceutical (small molecule)

Formato

neat

temp. de almacenamiento

2-30°C

cadena 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

Clave InChI

OVRNDRQMDRJTHS-RTRLPJTCSA-N

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Descripción general

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.

Aplicación

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.

Nota de análisis

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

Otras notas

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.

Nota al pie de página

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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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)
N-acetylglucosamine prevents IL-β-mediated activation of human chondrocytes
Shikhman AR, et al.
Journal of Immunology, 166(8), 5155-5160 (2001)
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)
T Y Chou et al.
Advances in experimental medicine and biology, 491, 413-418 (2003-10-10)
Altered protein glycosylation is known to correlate with tumorigenesis, but its role remains enigmatic. Cells transformed by altered oncogene or tumor suppressor gene expression often also show changes of carbohydrate on cell surface glycoconjugates which correlate with the potential for
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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