18991-62-3

Usage

Uses

Used in Enzymic Synthesis:
D-GLUCOSE-6,6-D2 is used as a substrate in the enzymic synthesis of cyclohexyl-α and β-D-glucosides.
Used in Pharmaceutical Industry:
D-GLUCOSE-6,6-D2 is used as a diagnostic tool in the detection of type 2 diabetes mellitus and potentially Huntington's disease through the analysis of blood-glucose levels in type 1 diabetes mellitus.

Upstream product

• 79774-22-4 1,2:5,6-di-O-isopropylidene-α-D-(6,6'-²H₂)-glucofuranose 
• 68006-60-0 1,2-O-Isopropyliden-α-D-<6,6-D2>glucofuranose 
• 20513-98-8 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone 

Relevant academic research and scientific papers

Biosynthesis of Natural Products with a P-C Bond, I. - Incorporation of D-Glucose into (2-Aminoethyl)phosphonic Acid in Tetrahymena thermophila

The phosphate-phosphonate rearrangement is tested as a model reaction for the biosynthesis of the P-C bond as alternative to the rearrangement of phosphoenolpyruvate.D-glucose was prepared and added to the growth medium of Tetrahymena thermophila. (2-Aminoethyl)phosphonic acid (AEP) (1) was isolated from the wet cell mass by hydrolysis with 6N HCl and ion exchange chromatography and was derivatized to the crystalline 4-bromobenzamide 26.The amount of -AEP in admixture with unlabeled AEP was up to 43percent, which is not in agreement with an enzymic phosphate-phosphonate rearrangement of dihydroxyacetone phosphate, for which monodeutereated AEP would be expected.For comparison -AEP (31) was prepared starting from 2-amino-ethanol.

NUCLEAR MAGNETIC RESONANCE STUDIES OF D-ERYTHROSE 4-PHOSPHATE IN AQUEOUS SOLUTION. STRUCTURES OF THE MAJOR CONTRIBUTING MONOMERIC AND DIMERIC FORMS

N.m.r. studies show that a concentrated (ca. 1.0 M ) aqueous solution of D-erythrose 4-phosphate is composed of an equilibrium mixture of the monomeric aldehyde and hydrated aldehyde forms, which interconvert rapidly, together with a major contribution from three dimeric forms.In dilute solutions (ca. 0.04 M ), the hydrated monomer is predominant and dimeric forms are not detectable at this concentration.The chemical structures and stereochemistry of the three dimers have been elucidated by (1)H- and (13)C n.m.r. spectroscopy of D-erythrose 4-phosphate and its (4,4-2H2) and (3,4,4'-2H3) derivatives, aided by the use of the model compounds, glycolaldehyde, D-glyceraldehyde, and DL-glyceraldehyde 3-phosphate, which also form dimers in concenrated aqueous solution.In some cases, the tert-butyldimethylsilyl derivatives of the model dimeric compounds were prepared and isolated.The two major dimers of D-erythrose 4-phosphate, I and II are asymmetrically substituted 1,3-dioxane and 1,3-dioxolane stuctures, respectively, and dimer III is the α anomer of dimer I.