𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Chemoenzymatic synthesis of 6-deoxy-D-fructose and 6-deoxy-L-sorbose using transketolase

✍ Scribed by Laurence Hecquet; Jean Bolte; Colette Demuynck

Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
514 KB
Volume
50
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

A chemoenzymatic route to 6-deoxy (D-fructose 5b and L-sochose 5a) is described.This method is based on conversion of racemic 2.3-dihydroxybutyraldehyde to 5a and Sb catalyzed by spinach leaves Transketolase. Only the (R,R) and (R,S) isomers of 2,3-dihydroxybutymkiehyde react, yielding 6-deoxy-D-fmctose aad Ci-deoxy-Gsorbose.

Deoxysugars have recently been found to play an important role not only in cell adhesion processes such as the inflammatory response in infections, but also in the reperfusion tissue injuries that often occur after organ transplantst. It has recently been demonstrated that deoxysugars are located on various cancer cells suggesting that they play an important role in the metastasis of human cancer% While naturally-occurring 6deoxyaldoses, i.e. 6-deoxyglucose (quinovose), 6deoxygalactose (fucose) and 6deoxymannose (rhamnose) are abundant, 6-deoxyhexuloses and especially 6-deoxy-D-fructose and 6deoxy-L-sorbose ate much scarcer.

In addition, it has been shown that 6-deoxy-L-sorbose and 6-deoxy-D-fructose can serve as precursors of a

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 6-Deox
ChemInform Abstract: Synthesis of 6-Deoxy-6-iodo-D-fructose.
✍ Mustapha Fellahi; Christophe Morin 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of 1-deoxy-3-C-methyl-d-fructo
Synthesis of 1-deoxy-3-C-methyl-d-fructose and 1-deoxy-3-C-methyl-d-sorbose
✍ Fidel J. Lopez Aparicio; Isidoro Izquierdo Cubero; Maria D. Portal Olea 📂 Article 📅 1984 🏛 Elsevier Science 🌐 English ⚖ 642 KB

The structure of 6 was established as follows. The i.r. spectrum of 6 indicated the absence of hydroxyl or carbonyl groups, and the 'H-n.m.r. spectrum contained resonances for H-4,5 6 which appeared in a narrow range of chemical shifts in close l-DEOXY-3-C-METHYL-D-FRUCTOSE F J. LOPEZ APARICIO,

Transketolase-Mediated Synthesis of 4-De
Transketolase-Mediated Synthesis of 4-Deoxy-D-fructose 6-Phosphate by Epoxide Hydrolase-Catalysed Resolution of 1,1-Diethoxy-3,4-epoxybutane
✍ Christine Guérard; Véronique Alphand; Alain Archelas; Colette Demuynck; Laurence 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 235 KB

4-Deoxy-D-fructose 6-phosphate is synthesised from deoxy-D-erythrose 4-phosphate. In the last step, transketolase transfers a hydroxyacetyl group from L- nonnatural sources in four steps, including two enzymatic reactions. (3S)-1,1-Diethoxy-3,4-epoxybutane is first erythrulose onto this aldehyde, c

The synthesis of 6-deoxy-6-18F-α-D-galac
The synthesis of 6-deoxy-6-18F-α-D-galactopyranose (XXII)
✍ David R. Christman; Zlata Orhanovic; Walton W. Shreeve; Alfred P. Wolf 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 French ⚖ 204 KB

## Abstract The synthesis of 6‐deoxy‐6–^18^F‐α‐D‐galactopyranose from the 6‐tosyl‐1,2:3,4‐di‐O‐isopropylidene derivative, using tetraethyl‐ammonium fluoride‐^18^F is described. The synthesis requires 4–4 1/2 hours for completion. The radiochemical yield (activity in compound/starting activity. corr