3616-21-5

Basic information

• Product Name: 6-deoxy-L-psicose
• CAS NO: 3616-21-5
• Molecular Weight: 164.158
• Mol File: 3616-21-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 6-deoxy-L-psicose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-deoxy-L-psicose(3616-21-5)
• EPA Substance Registry System: 6-deoxy-L-psicose(3616-21-5)

Safety Data

• Hazardous Substances Data: 3616-21-5(Hazardous Substances Data)

Upstream product

• 2438-80-4 L-Fucose 
• 92418-41-2 L-Fuculose-1-phosphate 
• 3615-41-6 L-Rhamnose 
• 38088-18-5 1-deoxy-L-psicose 
• 73804-38-3 1-deoxy-L-altritol 
• 110-86-1 pyridine 

Downstream Products

• 7658-10-8 6-Deoxy-L-talose 
• 32738-74-2 6-deoxy-L-galactose 
• 1026722-79-1 6-deoxy-L-ribo-hexulose 
• 14807-05-7 6-deoxy-L-arabino-2-hexulose 

Relevant articles and documents

Aldose-ketose interconversion in pyridine in the presence of aluminium oxide

The reaction rate of the Lobry de Bruyn-Alberda van Ekenstein transformation of aldoses to ketoses in boiling pyridine was strongly increased by the addition of aluminium oxide. In addition to aldose-ketose transformation, 2-epimers of the starting aldoses and 3-epimers of the primarily produced ketoses were formed to some extent, as reported also when these reactions are carried out without aluminium oxide. The relative amounts of the primary ketose and the starting aldose in the reaction mixtures may be explained on the basis of their stability, predicted from reported free energy calculations. Isomerisation of ketoses to aldoses was much slower than the reverse reaction. The relative free energies are also in these cases important, the very stable xylo-2-hexulose gave only 7% and 6% of the aldoses gulose and idose, respectively, after boiling for 7 h in pyridine in the presence of aluminium oxide.

Efficient enzymatic synthesis of l-rhamnulose and l-fuculose

l-Rhamnulose (6-deoxy-l-arabino-2-hexulose) and l-fuculose (6-deoxy-l-lyxo-2-hexulose) were prepared from l-rhamnose and l-fucose by a two-step strategy. In the first reaction step, isomerization of l-rhamnose to l-rhamnulose, or l-fucose to l-fuculose was combined with a targeted phosphorylation reaction catalyzed by l-rhamnulose kinase (RhaB). The by-products (ATP and ADP) were selectively removed by silver nitrate precipitation method. In the second step, the phosphate group was hydrolyzed to produce l-rhamnulose or l-fuculose with purity exceeding 99% in more than 80% yield (gram scale).

DEOXYKETOHEXOSE ISOMERASE AND METHOD FOR PRODUCING DEOXYHEXOSE AND DERIVATIVE THEREOF USING SAME

Providing 1- or 6-deoxy products corresponding to all of aldohexoses, ketohexoses and sugar alcohols, as based on Deoxy-Izumoring, as well as a method for systematically producing those products. A method for producing deoxyketohexose and a derivative thereof using a deoxyketohexose isomerase derived from Pseudomonas cichorii ST-24 (FERM BP-2736), comprising epimerizing 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose at position 3 to produce the individually corresponding 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose as an intended product.