188486-36-4

Basic information

• Product Name: 6-N-benzoyl-9-(3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine
• Synonyms: 6-N-benzoyl-9-(3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine
• CAS NO: 188486-36-4
• Molecular Weight: 437.455
• Mol File: 188486-36-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-N-benzoyl-9-(3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-N-benzoyl-9-(3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine(188486-36-4)
• EPA Substance Registry System: 6-N-benzoyl-9-(3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine(188486-36-4)

Safety Data

• Hazardous Substances Data: 188486-36-4(Hazardous Substances Data)

Upstream product

• 58-61-7 adenosine 
• 188486-26-2 6-N,N-dibenzoyl-2',5'-di-O-(tert-butyldimethylsilyl)adenosine 
• 188486-27-3 6-N,N-dibenzoyl-9-(2,5-di-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuran-3-ulosyl)adenine 
• 188486-28-4 6-N-benzoyl-9-(2,5-di-O-(tert-butyldimethylsilyl)-3-C-vinyl-β-D-xylofuranosyl)adenine 
• 65109-11-7 2',5'-bis-O-(tert-butyldimethylsilyl)adenosine 
• 67-64-1 acetone 
• 188486-35-3 6-N-benzoyl-9-(3-C-vinyl-β-D-xylofuranosyl)adenine 

Downstream Products

• 4005-49-6 N-benzoyladenine 
• 188486-38-6 6-N-benzoyl-9-(2-O-acetyl-3-C-formyl-3,5-O-isopropylidene-β-D-xylofuranosyl)adenine 
• 188486-39-7 6-N-benzoyl-9-(2-O-acetyl-3-C-carboxy-3,5-O-isopropylidene-β-D-xylofuranosyl)adenine 
• 188486-42-2 6-N-benzoyl-9-(2-O-acetyl-3-C-phenylselenocarbonyl-β-D-xylofuranosyl)adenine 
• 188486-40-0 6-N-benzoyl-9-(2-O-acetyl-3,5-O-isopropylidene-3-C-phenylselenocarbonyl-β-D-xylofuranosyl)adenine 
• 188486-37-5 6-N-benzoyl-9-(2-O-acetyl-3,5-O-isopropylidene-3-C-vinyl-β-D-xylofuranosyl)adenine 

Relevant articles and documents

Studies on the mechanism of ribonucleotide reductases

Ribonucleotide reductases are enzymes that catalyze the conversion of ribonucleotides to 2'-deoxyribonucleotides. This important reaction is initiated by the generation of a C-3' nucleotide radical and subsequent loss of the 2'-hydroxyl group. In order to model certain steps in this mechanism, selenol ester 23 was prepared and photolyzed providing the first selective chemical access to the 3'-adenosyl radical. From product analysis it could be shown that elimination of the 2'-OH function readily takes place under general base catalysis. The rate coefficient for this reaction was determined by competition kinetics to be 1.5 · 106 s-1 in the presence of 1 M triethylammonium acetate buffer at pH 7. Without catalyst the elimination rate is about 103 times slower. It can be concluded that a similar mechanism is also feasible for the key steps of the enzyme catalyzed reaction.