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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

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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F Hatzack et al.
Journal of chromatography. B, Biomedical sciences and applications, 736(1-2), 221-229 (2000-02-17)
A simple and inexpensive high-performance thin-layer chromatography (HPTLC) method for the analysis of inositol mono- to hexakisphosphates on cellulose precoated plates is described. Plates were developed in 1-propanol-25% ammonia solution-water (5:4:1) and substance quantities as low as 100-200 pmol were
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
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
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
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
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