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G4878

Sigma-Aldrich

D-Glucosamine 6-phosphate sodium salt

≥98% (TLC)

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

Quality Level

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

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Magdalena Popowska et al.
Archives of microbiology, 194(4), 255-268 (2011-09-29)
The main aim of our study was to determine the physiological function of NagA enzyme in the Listeria monocytogenes cell. The primary structure of the murein of L. monocytogenes is very similar to that of Escherichia coli, the main differences
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
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

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