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Merck

G4875

D-(+)-Glucosamine hydrochloride

≥99% (HPLC), powder

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
PubChem Substance ID:
24895187
UNSPSC Code:
12352201
MDL number:
MFCD00135831
NACRES:
NA.25
EC Number:
200-638-1
Beilstein/REAXYS Number:
4157370

Key Documents

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Product Name

D-(+)-Glucosamine hydrochloride, ≥99% (HPLC), powder

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

biological source

Aspergillus niger

assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white

mp

190-194 °C (dec.) (lit.)

solubility

water: 100 mg/mL, clear, colorless

storage temp.

room temp

Quality Level

200

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Application

D-(+)-Glucosamine hydrochloride has been used:
  • as a standard to quantify and express chitin content as glucosamine equivalents.
  • to stimulate cells with glucose in the presence of glucosamine

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.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6635
BCCN6634
BCCN3860
BCCN3859
0000432701

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Nagissa Mahmoudi et al.
Environmental microbiology, 22(5), 1734-1747 (2019-11-25)
Marine microorganisms play a fundamental role in the global carbon cycle by mediating the sequestration of organic matter in ocean waters and sediments. A better understanding of how biological factors, such as microbial community composition, influence the lability and fate
Luana C Farnesi et al.
PloS one, 7(1), e30363-e30363 (2012-02-01)
Population control of the dengue vector mosquito, Aedes aegypti, is difficult due to many reasons, one being the development of resistance to neurotoxic insecticides employed. The biosynthesis of chitin, a major constituent of insect cuticle, is a novel target for
Neptun Yousefi et al.
Carbohydrate polymers, 253, 117273-117273 (2020-12-07)
Membranes and filters are essential devices, both in the laboratory for separation of media, solvent recovery, organic solvent and water filtration purposes, and in industrial scale applications, such as the removal of industrial pollutants, e.g. heavy metal ions, from water.
Yang Ge et al.
PloS one, 14(4), e0215834-e0215834 (2019-04-24)
Pear psylla, Cacopsylla chinensis (Yang & Li) are present as two seasonal morphotypes in pear orchards where they, suck phloem sap, defoliate pear trees, and cause fruit russet. Despite the importance of natural enemies in psyllid control, the interactions between
Satish Kumar Talloj et al.
ACS applied materials & interfaces, 10(17), 15079-15087 (2018-04-14)
Herein, we demonstrate an example of glucosamine-based supramolecular hydrogels that can be used for human mesenchymal cell therapy. We designed and synthesized a series of amino acid derivatives based on a strategy of capping d-glucosamine moiety at the C-terminus and
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