D-Glucosamine Hydrochloride - CAS 66-84-2
Catalog number:
66-84-2
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C6H13NO5.HCl
Molecular Weight:
215.63
COA:
Inquire
Targets:
Others
Description:
D-Glucosamine hydrochloride is present in mucopolysaccharides and in polysaccharides found in bacteria, fungi, higher plants has been used as a standard to quantify and express chitin content as glucosamine equivalents. It is used to stimulate cells with
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Purity:
≥95%
Appearance:
White Solid
Synonyms:
D-(+)-Glucosamine hydrochloride;2-Amino-2-deoxy-D-glucose hydrochloride;Chitosamine hydrochloride;2-Deoxy-2-amino-D-glucose Hydrochloride;Cosamin;Glucosamine hydrochloride;NSC 234443;NSC 758
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
Antiarthritic
Quality Standard:
Enterprise Standard/EP/USP
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Grams-Kilos
Melting Point:
190-194 °C (dec.)(lit.)
InChIKey:
CBOJBBMQJBVCMW-BTVCFUMJSA-N
InChI:
1S/C6H13NO5.ClH/c7-3(1-8)5(11)6(12)4(10)2-9;/h1,3-6,9-12H,2,7H2;1H/t3-,4+,5+,6+;/m0./s1
Canonical SMILES:
C([C@H]([C@H]([C@@H]([C@H](C=O)N)O)O)O)O.Cl
1.Metabolomic Analysis of Blood Plasma after Oral Administration of N-acetyl-d-Glucosamine in Dogs.
Osaki T1, Kurozumi S2, Sato K3, Terashi T4, Azuma K5, Murahata Y6, Tsuka T7, Ito N8, Imagawa T9, Minami S10, Okamoto Y11. Mar Drugs. 2015 Aug 7;13(8):5007-15. doi: 10.3390/md13085007.
N-acetyl-d-glucosamine (GlcNAc) is a monosaccharide that polymerizes linearly through (1,4)-β-linkages. GlcNAc is the monomeric unit of the polymer chitin. GlcNAc is a basic component of hyaluronic acid and keratin sulfate found on the cell surface. The aim of this study was to examine amino acid metabolism after oral GlcNAc administration in dogs. Results showed that plasma levels of ectoine were significantly higher after oral administration of GlcNAc than prior to administration (p < 0.001). To our knowledge, there have been no reports of increased ectoine concentrations in the plasma. The mechanism by which GlcNAc administration leads to increased ectoine plasma concentration remains unclear; future studies are required to clarify this mechanism.
2.Suppressive effects of D-glucosamine on the 5-HT sensitive nociceptive units in the rat tooth pulpal nerve.
Kaida K1, Yamashita H2, Toda K3, Hayashi Y4. Biomed Res Int. 2014;2014:187989. doi: 10.1155/2014/187989. Epub 2014 Apr 13.
It is well known that D-glucosamine hydrochloride (DGL) has a variety of biological activities and is regarded as a nutritional supplement effective in improving various disorders, including osteoarthritis and atherosclerosis. Although it has been reported that DGL has a significant pain relief effect in treating osteoarthritis, little is known about the characteristics of the effects of this compound on dental pain. The present study was undertaken to evaluate the applicability of DGL as a medicament to control pulpalgia. Using an in vitro rat mandible-inferior alveolar nerve preparation (jaw-nerve preparation), we evaluated the effects of DGL on 5-hydroxytryptamine (5-HT) sensitive nociceptive responses in the tooth pulpal nerve. 5-HT-induced nociceptive responses were fairly suppressed by direct application of DGL, suggesting that DGL have a pain relief effect on patients with dental pain.
3.Effect of fucoxanthin alone and in combination with D-glucosamine hydrochloride on carrageenan/kaolin-induced experimental arthritis in rats.
Gong D1, Chu W, Jiang L, Geng C, Li J, Ishikawa N, Kajima K, Zhong L. Phytother Res. 2014 Jul;28(7):1054-63. doi: 10.1002/ptr.5093. Epub 2013 Dec 12.
The objective of the present study was to investigate the effect of the fucoxanthin (FUCO) alone and in combination with glucosamine hydrochloride (GAH) on carrageenan/kaolin-induced inflammatory arthritis model in rats and to explore its underlying mechanisms. Joint swelling, muscle weight ratio (%), histopathological examination and scoring, and proteoglycan degradation were examined. Pro-inflammatory interleukin (IL-1β) and tumor necrosis (TNF-α) levels, cyclooxygenase-2 (COX-2), and inducible nitric oxide synthase(iNOS) protein expression and nitric oxide (NO) level in knee synovial tissue extract were analyzed using enzyme-linked immunosorbent assay, western blotting analysis, and Griess reagent assay, respectively. FUCO and FUCO + GAH not only may significantly reduce degrees of knee joint swelling and prevent against muscle atrophy, but also may significantly attenuate inflammation in synovial tissue, cartilage erosion, and proteoglycan loss.
4.The shape of D-glucosamine.
Peña I1, Kolesniková L, Cabezas C, Bermúdez C, Berdakin M, Simão A, Alonso JL. Phys Chem Chem Phys. 2014 Nov 14;16(42):23244-50. doi: 10.1039/c4cp03593c.
The bioactive amino monosaccharide D-glucosamine has been generated in the gas phase via laser ablation of D-glucosamine hydrochloride. Three cyclic α-(4)C1 pyranose forms have been identified using Fourier transform microwave techniques. Stereoelectronic hyperconjugative forces - essentially linked with the anomeric or gauche effect - and cooperative OH···O, OH···N and NH···O chains, extended along the entire molecule, are found to be the main factors driving the conformational behavior. The orientation of the NH2 group within each conformer has been determined by the values of the nuclear quadrupole coupling constants. The results have been compared with those recently obtained for the archetypical D-glucose.
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CAS 66-84-2 D-Glucosamine Hydrochloride

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