92596-12-8

Basic information

• Product Name: 6-deoxysucrose
• Synonyms: 6-deoxysucrose
• CAS NO: 92596-12-8
• Molecular Formula: C12H22 O10
• Molecular Weight: 326.3
• Mol File: 92596-12-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 630.4°Cat760mmHg
• Flash Point: 335°C
• Appearance: /
• Density: 1.66g/cm³
• Vapor Pressure: 1.54E-18mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 6-deoxysucrose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-deoxysucrose(92596-12-8)
• EPA Substance Registry System: 6-deoxysucrose(92596-12-8)

Safety Data

• Hazardous Substances Data: 92596-12-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H22O10/c1-4-6(15)8(17)9(18)11(20-4)22-12(3-14)10(19)7(16)5(2-13)21-12/h4-11,13-19H,2-3H2,1H3/t4-,5-,6-,7-,8+,9-,10+,11-,12-/m1/s1

Upstream product

• 470-23-5 D-fructose 
• 488-79-9 6-deoxy-D-glucose 
• 92627-75-3 2,3,1’,3’,4’,6’-hexa-O-benzoyl-6-deoxysucrose 
• 124488-44-4 2,3,1',3',4',6'-hexa-O-acetyl-6-S-(2-pyridyl)-6-thiosucrose 
• 52706-47-5 1',2,3,3',4',6'-hexa-O-acetyl sucrose 
• 60825-18-5 4,6-O-Isopropylidensucrose-hexaacetat 
• 60825-20-9 2,3,1’,3’,4’,6’-hexa-O-benzoylsucrose 
• 60825-19-6 4,6-O-isopropylidene sucrose hexabenzoate 
• 98-88-4 benzoyl chloride 
• 121238-18-4 2,3,1’,3’,4’,6’-hexa-O-benzoyl-6-deoxy-6-iodosucrose 

Relevant articles and documents

Aqueous Glycosylation of Unprotected Sucrose Employing Glycosyl Fluorides in the Presence of Calcium Ion and Trimethylamine

We report a synthetic glycosylation reaction between sucrosyl acceptors and glycosyl fluoride donors to yield the derived trisaccharides. This reaction proceeds at room temperature in an aqueous solvent mixture. Calcium salts and a tertiary amine base promote the reaction with high site-selectivity for either the 3′-position or 1′-position of the fructofuranoside unit. Because nonenzymatic aqueous oligosaccharide syntheses are underdeveloped, mechanistic studies were carried out in order to identify the origin of the selectivity, which we hypothesized was related to the structure of the hydroxyl group array in sucrose. The solution conformation of various monodeoxysucrose analogs revealed the co-operative nature of the hydroxyl groups in mediating both this aqueous glycosyl bond-forming reaction and the site-selectivity at the same time.

BIOSYNTHESIS OF SUCROSE AND ITS DEOXY DERIVATIVES

The biosynthesis of sucrose (β-D-fructofuranosyl-α-D-glucopyranoside) was studied in the reaction catalyzed by partially purified sucrose synthases (UDP-D-glucose: D-fructose 2-glucosyltransferase) isolated from pea seedlings, bean seedlings and sugar beet roots using UDP-D-glucose and its deoxyglucosyl derivatives as donors and D-fructose and its deoxy-analogues as acceptors.It was found that none of the hydroxyl groups either of the reaction donor or the acceptor is essential for the substrate properties in the transglycosylation reaction.The affinity of these plant enzymes and the rate of hexose incorporation into sucrose decreases however in the following sequence: sucrose, 2G-deoxysucrose, 6G-deoxysucrose, 4G-deoxysucrose, and 3G-deoxysucrose for the donor and sucrose, 6F-deoxysucrose, 1F-deoxysucrose, 4F-deoxysucrose, and 3F-deoxysucrose for the acceptor.