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G4878

Sigma-Aldrich

D-Glucosamine 6-phosphate sodium salt

≥98% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C6H14NO8P
CAS Number:
70442-23-8
Molecular Weight:
259.15
MDL number:
MFCD00069826
UNSPSC Code:
12352201
PubChem Substance ID:
24895188
NACRES:
NA.25

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

Related Categories

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 Code

11 - Combustible Solids

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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Adrian R Ferré-D'Amaré
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 366(1580), 2942-2948 (2011-09-21)
The glmS ribozyme-riboswitch is the first known example of a naturally occurring catalytic RNA that employs a small molecule as a coenzyme. Binding of glucosamine-6-phosphate (GlcN6P) activates self-cleavage of the bacterial ribozyme, which is part of the mRNA encoding the
Krista M Brooks et al.
Biochemistry, 50(13), 2424-2433 (2011-03-15)
The glmS ribozyme is a conserved riboswitch found in numerous Gram-positive bacteria and responds to the cellular concentrations of glucosamine 6-phosphate (GlcN6P). GlcN6P binding promotes site-specific self-cleavage in the 5' UTR of the glmS mRNA, resulting in downregulation of gene
Shota Atsumi et al.
Molecular systems biology, 6, 449-449 (2010-12-24)
Escherichia coli has been engineered to produce isobutanol, with titers reaching greater than the toxicity level. However, the specific effects of isobutanol on the cell have never been fully understood. Here, we aim to identify genotype-phenotype relationships in isobutanol response.
Pavel Banás et al.
The journal of physical chemistry. B, 114(26), 8701-8712 (2010-06-12)
The glmS catalytic riboswitch is part of the 5'-untranslated region of mRNAs encoding glucosamine-6-phosphate (GlcN6P) synthetase (glmS) in numerous gram-positive bacteria. Binding of the cofactor GlcN6P induces site-specific self-cleavage of the RNA. However, the detailed reaction mechanism as well as
Jared H Davis et al.
Biochemistry, 50(33), 7236-7242 (2011-07-21)
The glmS riboswitch regulates gene expression through a self-cleavage activity. The reaction is catalyzed with the assistance of the metabolite cofactor glucosamine-6-phosphate (GlcN6P), whose amino group is proposed to serve as the general acid during the reaction. This reaction is
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