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G9753

Sigma-Aldrich

α-D-Glucosamine 1-phosphate

Synonym(s):

2-Amino-2-deoxy-α-D-glucopyranosyl phosphate

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About This Item

Empirical Formula (Hill Notation):
C6H14NO8P
CAS Number:
2152-75-2
Molecular Weight:
259.15
MDL number:
MFCD00070181
UNSPSC Code:
12352201
PubChem Substance ID:
24895380
NACRES:
NA.25

biological source

natural (inorganic)

assay

≥97% (TLC)

form

powder

impurities

<8.5% water (Karl Fischer)

color

white

solubility

water: 100 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

NC1C(O)C(O)C(CO)OC1OP(O)(O)=O

InChI

1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)

InChI key

YMJBYRVFGYXULK-UHFFFAOYSA-N

Related Categories

Application


  • Cellodextrin phosphorylase from Ruminiclostridium thermocellum: X-ray crystal structure and substrate specificity analysis. This study presents the enzymatic synthesis and analysis of alpha-ᴅ-Glucosamine 1-phosphate based polysaccharides using cellodextrin phosphorylase, showcasing potential for novel biomaterial development. Field et al., 2017

  • Glucose-1-phosphate uridylyltransferase from Erwinia amylovora: Activity, structure and substrate specificity. This paper explores the biochemical pathway involving alpha-ᴅ-Glucosamine 1-phosphate in the context of bacterial metabolism, providing insights into microbial biochemistry and potential targets for antibacterial therapy. Field et al., 2017

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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E V Vorob'eva et al.
Bioorganicheskaia khimiia, 32(5), 538-545 (2006-10-18)
The hydrolysis of defatted cells of the marine bacterium Chryseobacterium scophtalmum CIP 104199T with 10% acetic acid (3 h, 100 degrees C) led to an unusual lipid A (LA) (yield 0.6%), obtained for the first time. Using chemical analysis, FAB
S Ambrosio et al.
Journal of biochemical and biophysical methods, 25(4), 237-244 (1992-12-01)
Galactosamine is quickly metabolized to galactosamine 1-phosphate in rats treated with this compound. An HPLC method to quantify hexosamine phosphates in biological samples is described, modified from the o-phthaldialdehyde amino acid analysis procedure. o-Phthaldialdehyde derivatives of hexosamines and hexosamine-phosphates can
Seema C Namboori et al.
Journal of bacteriology, 190(8), 2987-2996 (2008-02-12)
Archaea and eukaryotes share a dolichol phosphate-dependent system for protein N-glycosylation. In both domains, the acetamido sugar N-acetylglucosamine (GlcNAc) forms part of the core oligosaccharide. However, the archaeal Methanococcales produce GlcNAc using the bacterial biosynthetic pathway. Key enzymes in this
Fumitaka Kudo et al.
Journal of the American Chemical Society, 127(6), 1711-1718 (2005-02-11)
Aminoglycoside antibiotics are composed of aminosugars and a unique aminocyclitol aglycon including 2-deoxystreptamine (DOS), streptidine, actinamine, etc., and nucleotidylyltransferases, sugar modifying enzymes, and glycosyltransferases appear to be essential for their biosynthesis. However, the genes encoding those enzymes were unable to
K Takayama et al.
The Journal of biological chemistry, 258(12), 7379-7385 (1983-06-25)
We have determined the complete structure of a glycolipid (designated lipid X) previously found to accumulate in certain Escherichia coli mutants defective in phosphatidylglycerol synthesis (Nishijima, M., and Raetz, C.R.H. (1979) J. Biol. Chem. 254, 7837-7844). Based on fast atom
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