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Merck
CN

49130

D-(+)-Glucosamine hydrochloride

≥99.0% (HPLC)

Synonym(s):

2-Amino-2-deoxy-D-glucose hydrochloride, Chitosamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
EC Number:
200-638-1
UNSPSC Code:
12352201
Beilstein/REAXYS Number:
4157370
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InChI key

QKPLRMLTKYXDST-NSEZLWDYSA-N

InChI

1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6?;/m1./s1

SMILES string

Cl.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O

assay

≥99.0% (HPLC)

optical activity

[α]20/D +72.5±2°, 24 hr, c = 2% in H2O

ign. residue

≤0.05%

mp

190-194 °C (dec.) (lit.), ≥300 °C

solubility

H2O: 0.1 g/mL, clear, colorless

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Biochem/physiol Actions

Glucosamine, an amino sugar, is the precursor of the hexosamine biosynthetic pathway leading to the formation of UDP-N-acetylglucosamine (UDP-GlcNAc), which is then used for making glycosaminoglycans, proteoglycans, and glycolipids. D-(+)-Glucosamine inhibits the coaggregation of Candida yeast species with the bacterial strain S. salivarius.

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Oshra Betzer et al.
ACS nano, 8(9), 9274-9285 (2014-08-19)
A critical problem in the development and implementation of stem cell-based therapy is the lack of reliable, noninvasive means to image and trace the cells post-transplantation and evaluate their biodistribution, final fate, and functionality. In this study, we developed a
Ji-Sun Hwang et al.
Metabolism: clinical and experimental, 64(3), 368-379 (2014-12-18)
This study investigated the potential of glucosamine (GlcN) to affect body weight gain and insulin sensitivity in mice normal and at risk for developing diabetes. Male C57BL/6J mice were fed either chow diet (CD) or a high fat diet (HFD)
Khadijeh Jamialahmadi et al.
Environmental toxicology and pharmacology, 38(1), 212-219 (2014-06-25)
Glucosamine (GlcN) is an important precursor in the biochemical synthesis of glycosylated proteins and lipids in human body. It gains importance because of its contribution to human health and its multiple biological and therapeutic effects. In this study, the in
Anna Maria Piras et al.
International journal of biological macromolecules, 67, 124-131 (2014-03-26)
A commercially available chitosan (CS) was employed in the formulation of nanoparticles loaded with lysozyme (LZ) as antimicrobial protein drug model. Due to the variability of commercially available batches of chitosans and to the strict dependence of their physical and
Tali Ilovitsh et al.
Biomedical optics express, 6(4), 1262-1272 (2015-04-25)
Localization microscopy provides valuable insights into cellular structures and is a rapidly developing field. The precision is mainly limited by additive noise and the requirement for single molecule imaging that dictates a low density of activated emitters in the field

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