G4875

Sigma-Aldrich

D-(+)-Glucosamine hydrochloride

≥99%, crystalline

Synonym(s):
2-Amino-2-deoxy-D-glucose hydrochloride, Chitosamine hydrochloride
Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
Beilstein/REAXYS Number:
4157370
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

Aspergillus niger

Quality Level

assay

≥99%

form

crystalline

application(s)

HPLC: suitable

mp

190-194 °C (dec.) (lit.)

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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Related Categories

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

Packaging

10 mg in autosample vial
25, 100, 500 g in poly bottle
1 kg in poly bottle

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.

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 2

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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...
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....
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...
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