137272-74-3

Basic information

• Product Name: 1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol
• Synonyms: 1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol
• CAS NO: 137272-74-3
• Molecular Weight: 475.498
• Mol File: 137272-74-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol(137272-74-3)
• EPA Substance Registry System: 1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol(137272-74-3)

Safety Data

• Hazardous Substances Data: 137272-74-3(Hazardous Substances Data)

Upstream product

• 23316-67-8 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 

Downstream Products

• 1020107-14-5 2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-(trimethylammonio)-D-allitol iodide 
• 1020107-15-6 N,N'-bis(tert-butoxycarbonyl)-1-guanidino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol 
• 137272-89-0 methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxylate 
• 137305-06-7 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-1H-pyrazole-5-carboxamide 
• 52492-49-6 2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-1-(N-nitrosoacetamido)-D-allitol 
• 68628-85-3 1-acetamido-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-D-allitol 
• 463943-81-9 6-adenosine-diphosphate-2,5-anhydro-1-deoxy-1-phenylacetamido-D-allitol 
• 463943-79-5 2,5-anhydro-1-deoxy-1-phenylacetamido-D-allitol-6-phosphate 
• 463943-78-4 2,5-anhydro-1-deoxy-1-phenylacetamido-D-allitol 
• 561017-59-2 2,5-anhydro-1-azido-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol 
• 463943-77-3 2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-phenylacetamido-D-allitol 
• 137272-88-9 1-acetamido-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol 

Relevant articles and documents

CYCLIC DINUCLEOTIDES AS ANTICANCER AGENTS

The present invention is directed to compounds of the formula (I) wherein all substituents are defined herein, as well as pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.

Methylamine adenine dinucleotide (MAD): A co-factor to turn alcohol dehydrogenases into aldolases

Methylamine adenine dinucleotide (MAD) was prepared in seven steps and 15.3% overall yield from 1-acetoxy-2,3,5-tri-O-benzoyl-D-ribose by chemoenzymatic synthesis. The key step was the phosphate-phosphate coupling between adenosine monophosphate and 2,5-anhydro-1-deoxy-1-phenylacetamide-6-phosphate-D-allitol (3) mediated by carbonyl diimidazole (CDI), followed by the removal of the phenylacetamido group by penicillin G acylase. The MAD co-factor provided a primary amine functionality that was suitably positioned to promote the enamine aldolization of 2-oxopropionamide with aldehydes within the active site of alcohol dehydrogenases, which should lead to the transformation of these stereoselective enzymes into aldolases. Preliminary investigations did not reveal any activity with horse liver alcohol dehydrogenase or yeast alcohol dehydrogenase.