59389-72-9

Basic information

• Product Name: 2',3',4',5'-tetra-O-acetyl-5-deazariboflavin
• Synonyms: 2',3',4',5'-tetra-O-acetyl-5-deazariboflavin
• CAS NO: 59389-72-9
• Molecular Weight: 543.53
• Mol File: 59389-72-9.mol

Chemical Properties

• CAS DataBase Reference: 2',3',4',5'-tetra-O-acetyl-5-deazariboflavin(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3',4',5'-tetra-O-acetyl-5-deazariboflavin(59389-72-9)
• EPA Substance Registry System: 2',3',4',5'-tetra-O-acetyl-5-deazariboflavin(59389-72-9)

Safety Data

• Hazardous Substances Data: 59389-72-9(Hazardous Substances Data)

Upstream product

• 95-64-7 4-amino-o-xylene 

Downstream Products

• 57818-88-9 5-deazaflavin adenine dinucleotide 
• 19342-73-5 5-deazariboflavin 

Relevant articles and documents

Improved Chemical Syntheses of 1- and 5-Deazariboflavin

The cofactor flavin adenine dinucleotide (FAD) is required for the catalytic activity of a large class of enzymes known as flavoenzymes. Because flavin cofactors participate in catalysis via a number of different mechanisms, isoalloxazine analogues are valuable for mechanistic studies. We report improved chemical syntheses for the preparation of the two key analogues, 5-deazariboflavin and 1-deazariboflavin.

Synthesis of 5-deazaflavin adenine dinucleotide (5-dFAD) using a modified triester approach

Starting from D-ribose and 3,4-xylidine, a fifteen-step synthesis is described for the preparation of 5-dFAD (18).The synthesis involves as key intermediates, 5-deazariboflavin (8), its 2',3',4'-tris-O-(tetrahydropyranyl) derivative (12) and 2',3',4'-tris-O-(tetrahydropyranyl)-5'-O-(morpholinophosphonyl)-5-deazaribolavin (15).