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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:
Molecular Weight:
215.63
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
NACRES:
NA.25
EC Number:
200-638-1
Beilstein/REAXYS Number:
4157370
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biological source

Aspergillus niger

Quality Level

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

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.


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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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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



Global Trade Item Number

SKUGTIN
G4875-1KG04061833632192
G4875-500G04061833632215
G4875-10MG04061835366811
G4875-25G04061833632208
G4875-100G04061835366804