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G1514

Sigma-Aldrich

D-(+)-Glucosamine hydrochloride

≥99%, BioReagent, suitable for cell culture

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:
66-84-2
Molecular Weight:
215.63
Beilstein:
4157370
EC Number:
200-638-1
MDL number:
MFCD00135831
UNSPSC Code:
12352209
PubChem Substance ID:
24895066
NACRES:
NA.75

biological source

Aspergillus niger
maize fruit

product line

BioReagent

Assay

≥99%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

190-194 °C (dec.) (lit.)

solubility

water: 100 mg/mL, clear, colorless

SMILES string

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

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

InChI key

QKPLRMLTKYXDST-NSEZLWDYSA-N

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General description

Glucosamine, an amino sugar is generated form glucose and glutamine and is naturally produced in the body. Glucosamine, a endogenous amino monosaccharide is the major source of glucosamine-6-phosphate and n-acetylglucosamine.

Application

Glucosamine has been used as a standard to examine the concentration of glucosamine in the synovial fluid and its pharmacokinetics in serum.

Biochem/physiol Actions

Glucosamine is preferred as a nutritional supplement for individuals with osteoarthritis. It is used as a building block for the production of proteoglycans and glycosaminoglycans.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Glucosamine Chondroitin Sulfate
Saunders Handbook of Veterinary Drugs, 357-358 (2016)
Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses
Laverty S, et al.
Arthritis, 52(1), 181-191 (2005)
Sports Medicine and Concussion Management
Orthopaedic Physical Therapy Secrets, 172-182 (2017)
Nutrients and Dietary Supplements for Osteoarthritis
Bioactive Food as Dietary Interventions for Arthritis and Related Inflammatory Diseases, 97-137 (2019)
Nathaniel S Hwang et al.
Biomaterials, 27(36), 6015-6023 (2006-07-29)
Differentiation of embryonic stem (ES) cells generally occurs after formation of three-dimensional cell aggregates, known as embryoid bodies (EBs). We have previously reported that hydrogels provide EBs a supportive environment for in vitro chondrogenic differentiation and three dimensional tissue formation
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