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Usage

Uses

Used in Research and Development:
BETA-D-[1-13C]FRUCTOFURANOSYL ALPHA-D-GLUCOPYRANOSIDE is used as a research tool for studying the metabolism and enzymatic reactions involving carbohydrates in biological systems. The carbon-13 labeling enables researchers to track the molecule's fate and interactions within cells and organisms, providing valuable insights into carbohydrate metabolism and related biochemical processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BETA-D-[1-13C]FRUCTOFURANOSYL ALPHA-D-GLUCOPYRANOSIDE can be used as a starting material for the synthesis of novel drug candidates targeting carbohydrate-related diseases or conditions. The unique labeling with carbon-13 can also aid in the development of diagnostic tools or imaging agents for monitoring disease progression or treatment efficacy.
Used in Metabolic Studies:
BETA-D-[1-13C]FRUCTOFURANOSYL ALPHA-D-GLUCOPYRANOSIDE is used as a tracer compound in metabolic studies to investigate the metabolic pathways and enzyme kinetics of carbohydrates. The carbon-13 labeling allows for the differentiation of the labeled molecule from endogenous compounds, providing a clearer understanding of the metabolic processes involved.
Used in Nutritional Science:
In nutritional science, BETA-D-[1-13C]FRUCTOFURANOSYL ALPHA-D-GLUCOPYRANOSIDE can be used to study the消化吸收 (digestion and absorption) of carbohydrates in the human body. The carbon-13 labeling can help researchers determine how different factors, such as diet or gut microbiota, influence the metabolism and utilization of carbohydrates.
Used in Labeled Sucrose Research:
BETA-D-[1-13C]FRUCTOFURANOSYL ALPHA-D-GLUCOPYRANOSIDE is used as a labeled reference compound in the study of labeled sucrose (S697000) and its metabolic effects. The carbon-13 labeling allows for a direct comparison of the metabolic pathways and interactions of labeled sucrose with those of the labeled fructofuranosyl alpha-D-glucopyranoside, providing a comprehensive understanding of the effects of labeled carbohydrates on biological systems.

Upstream product

• 40010-55-7 ¹³C-C₁-glucopyranose 
• 133-89-1 UDP-glucose 
• 117013-22-6 [1-¹³C₁]-β-D-fructofuranose 
• 6858-46-4 uridine 5'-diphosphoglucose disodium salt 

Relevant academic research and scientific papers

(13C)-substituted sucrose: 13C-1H and 13C-13C spin coupling constants to assess furanose ring and glycosidic bond conformations in aqueous solution.

Sucrose (beta-D-fructofuranosyl alpha-D-glucopyranoside, 1), methyl alpha-D-fructofuranoside (2), and methyl beta-D-fructofuranoside (3) have been prepared by chemical and/or enzymic methods with single sites of 13C-substitution at C-1, C-2, C-3, and C-6 of the fructofuranosyl ring. 1H (500 MHz) and 13C (75 and 125 MHz) NMR spectra of 1-3 have been obtained, yielding 1H-1H, 13C-1H, and 13C-13C spin coupling constants that were used to assess furanose ring and glycoside bond conformations in aqueous (2H2O) solution. Results show that the conformational mobility of the furanosyl ring in 3 is altered when incorporated into 1. Furthermore, 13C-13C and 13C-1H spin couplings across the glycosidic linkage suggest a psi torsion angle different from that observed in the crystal (phi appears similar). Interplay between the strength of the exoanomeric effect and hydrogen bonding in solution may be responsible, in part, for the apparent conformational flexibility of 1. In addition, spin couplings in 2 and 3 have been compared to those measured previously in alpha-D-threo-pentulofuranose (4) and beta-D-threo-pentulofuranose (5), respectively, as a means to study the effect of glycosidation and hydroxymethyl substitution on the solution conformation of the 2-ketofuranose ring. The conversion of 4 to 2 is accompanied by minimal conformational change, whereas a significant change accompanies the conversion of 5 to 3, showing that the effect of substitution on ring conformation depends highly on ring configuration before and after substitution.

Characterization of Recombinant Sucrose Synthase 1 from Potato for the Synthesis of Sucrose Analogues

The characteristics and the application of recombinant sucrose synthase 1 (SuSy1) from potato for the synthesis of sucrose analogues are described. With UDP-Glc as donor substrate SuSy1 accepts a variety of ketoses, e.g., 1-deoxy-1-fluoro-D-fructose (6; 100%), L-sorbose (7, 55%), and D-xylulose (8; 42%), as well as aldoses, e.g., D-talose (15; 36%), D-idose (16; 24%), D-lyxose (12; 48%), L-arabinose (13; 36%), and D-ribose (14; 7%). Kinetic analyses revealed that the non-natural acceptors 6 (kcat/ Km = 3.5 s-1 mM-1), 7 (kcat/Km = 1.10-2 s-1 mM-1), 8 (kcat/Km = 2.10-2 s-1 mM-1), and 12 (kcat/Km = 2.10-2 s-1 mM-1) were relatively poor substrates when compared to D-fructose (5; kcat/Km = 34.1 s-1 mM-1). It is concluded that the configuration and/or presence of the hydroxymethyl group at C5 determine the affinity of the ketoses for SuSy1. The acceptance of aldoses can be explained by their flexible chair conformations, which lead to isosteric hydroxy groups recognized by SuSy1. The preparative synthesis of sucrose analogues yielded 1′-deoxy-1′-fluoro-β-D-fructofuranosyl-α-D- glucopyranoside (1), [13C1]-β-D-fructofuranosyl-α-D-glucopyranoside (2), α-D-glucopyranosyl-α-L-sorbofuranoside (3), and α-D-glucopyranosyl-α-D-lyxopyranoside (4), in a 0.1-1.0 g scale. The sucrose analogues 1, 3, and 4 were not hydrolyzed by invertase, which makes them valuable tools for studies on signal transduction pathways and sugar transport in plants.