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Merck
CN

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

Key Documents

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biological source

Aspergillus niger

Quality Level

200

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

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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Chao Yang et al.
The Plant cell, 31(1), 172-188 (2019-01-06)
To defend against pathogens, plants have developed complex immune systems, including plasma membrane receptors that recognize pathogen-associated molecular patterns, such as chitin from fungal cell walls, and mount a defense response. Here, we identify a chitinase, MoChia1 (Magnaporthe oryzae chitinase
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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