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Key Documents

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G4878

Sigma-Aldrich

D-Glucosamine 6-phosphate sodium salt

≥98% (TLC)

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About This Item

Fórmula empírica (notación de Hill):
C6H14NO8P
Número de CAS:
70442-23-8
Peso molecular:
259.15
MDL number:
MFCD00069826
UNSPSC Code:
12352201
PubChem Substance ID:
24895188
NACRES:
NA.25

Quality Level

200

assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

<12% water (Karl Fischer)

color

white to off-white

solubility

water: 50 mg/mL, clear, colorless to light yellow

cation traces

Na: <8.5%

storage temp.

−20°C

SMILES string

[Na].NC(C=O)C(O)C(O)C(O)COP(O)(O)=O

InChI

1S/C6H14NO8P.Na.H/c7-3(1-8)5(10)6(11)4(9)2-15-16(12,13)14;;/h1,3-6,9-11H,2,7H2,(H2,12,13,14);;

InChI key

QSNQAUAPIDIXHB-UHFFFAOYSA-N

Categorías relacionadas

Application

Glucosamine 6-phosphate has been used to accelerate enzyme-cleavage of DNA plasmids.

Biochem/physiol Actions

D-Glucosamine 6-phosphate, the natural form of glucosamine, is a monosaccharide produced during hexosamine biosynthesis pathway

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)

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Mark E Graham et al.
Organic & biomolecular chemistry, 10(13), 2545-2551 (2012-03-01)
A novel post-translational modification of threonine, β-N-acetylglucosaminyl-phosphate, was recently discovered on assembly protein AP180, a protein which plays a crucial role in clathrin coated vesicle formation in synaptic vesicle endocytosis (SVE). Herein, we report studies aimed at probing the effect
Marie Valerio-Lepiniec et al.
Archives of biochemistry and biophysics, 498(2), 95-104 (2010-04-27)
Glucosamine-6-phosphate synthase (GlmS) is responsible for the first and rate-limiting step in the hexosamine biosynthetic pathway. It catalyzes the conversion of D-fructose-6P (F6P) into D-glucosamine-6P (GlcN6P) using L-glutamine (Gln) as nitrogen donor (synthase activity) according to an ordered bi-bi process
Bernhard Wulffen et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(3), 489-492 (2011-10-19)
We have synthesized a light-activatable ("caged") derivative of glucosamine-6-phosphate (GlcN6P), which only upon irradiation becomes a cofactor for the glmS riboswitch. This glmS riboswitch maintains its activity when embedded in the 3'-untranslated region of eukaryotic mRNA molecules and caged GlcN6P
Kevin Klawuhn et al.
Chembiochem : a European journal of chemical biology, 11(18), 2567-2571 (2010-11-26)
The bacterial glmS ribozyme is mechanistically unique among both riboswitches and RNA catalysts. Its self-cleavage activity is the basis of riboswitch regulation of glucosamine-6-phosphate (GlcN6P) production, and catalysis requires GlcN6P as a coenzyme. Previous work has shown that the coenzyme
Christina E Lünse et al.
ACS chemical biology, 6(7), 675-678 (2011-04-14)
The glmS-riboswitch is unique among riboswitch families as it represents a metabolite-dependent ribozyme that undergoes self-cleavage upon recognition of glucosamin-6-phosphate. The glmS-riboswitch is located in the 5'-untranslated region of bacterial genes involved in cell wall biosynthesis. Therefore, this riboswitch represents
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