Skip to Content
Merck
All Photos(3)

Documents

G5875

Sigma-Aldrich

α-D-Glucose 1,6-bisphosphate tetra(cyclohexylammonium) salt hydrate

≥95% dry basis

Synonym(s):

α-D-Glucose 1,6-diphosphate tetra(cyclohexylammonium) salt hydrate, Glc-1,6-PP.4CHA

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H14O12P2 · 4C6H13N · xH2O
CAS Number:
Molecular Weight:
736.81 (anhydrous basis)
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Assay

≥95% dry basis

form

powder

color

white

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

[H]O[H].NC1CCCCC1.NC2CCCCC2.NC3CCCCC3.NC4CCCCC4.O[C@H]5[C@H](O)[C@@H](COP(O)(O)=O)O[C@H](OP(O)(O)=O)[C@@H]5O

InChI

1S/4C6H13N.C6H14O12P2.H2O/c4*7-6-4-2-1-3-5-6;7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15;/h4*6H,1-5,7H2;2-9H,1H2,(H2,10,11,12)(H2,13,14,15);1H2/t;;;;2-,3-,4+,5-,6-;/m....1./s1

InChI key

DMUBREKUECBHKK-KMWDTYPGSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Glucose-1,6-bisphosphate and fructose-1,6-bisphosphate were used as bisphosphorylated glycan standards in mass spectrometry analysis to determine if pyrophosphate ions observed in lipid A from Gram-negative bacteria were artifacts produced by condensation of two phosphate groups in the dissociating ion. α-D-Glucose 1,6-bisphosphate is used in the identification, differentiation and characterization of α-phosphoglucomutase(s), β-phosphoglucomutas(s) and α- and β-hexoglucomutase(s).
a-D-Glucose 1,6-bisphosphate is used in the identification, differentiation and characterization of a-phosphoglucomutase(s), ß-phosphoglucomutase(s) and a- and ß-hexoglucomutase(s).

Biochem/physiol Actions

Glucose-1,6-bisphosphate and fructose-1,6-bisphosphate were used as bisphosphorylated glycan standards in mass spectrometry analysis to determine if pyrophosphate ions observed in lipid A from Gram-negative bacteria were artifacts produced by condensation of two phosphate groups in the dissociating ion.
Metabolite formed via the activity of Glucose-1,6-biphosphate synthase. Glucose-1,6-biphosphate (G-1,6-BP) acts as an inhibitor of hexokinase function and an activator of phosphofructokinase-1 and pyruvate kinase. G-1,6-BP also acts as a coenzyme for phosphoglucomutate and a cofactor for phosphopentomutase.

Quality

Synthetic

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jace W Jones et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(35), 12742-12747 (2008-08-30)
Lipid A isolated from several bacteria (Escherichia coli, Pseudomonas aeruginosa, Salmonella enterica, and various strains of Yersinia) showed abundant formation of pyrophosphate anions upon ion dissociation. Pyrophosphate [H(3)P(2)O(7)](-) and/or [HP(2)O(6)](-) anions were observed as dominant fragments from diphosphorylated lipid A

Protocols

This procedure may be used for all Phosphoglucomutase products except for Phosphoglucomutase, Catalog Number P4109.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service