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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

Quality Level

200

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.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Nutrients and Dietary Supplements for Osteoarthritis
Bioactive Food as Dietary Interventions for Arthritis and Related Inflammatory Diseases, 97-137 (2019)
Sports Medicine and Concussion Management
Orthopaedic Physical Therapy Secrets, 172-182 (2017)
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