137063-37-7

Upstream product

• 100-39-0 benzyl bromide 
• 37248-47-8 validamycin A 
• 86756-42-5 (4aR,6S,7S,8S,8aR)-7,8-bis(benzyloxy)-2-phenyl-N-((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)hexahydro-4H-benzo[d][1,3]dioxin-6-amine 
• 38665-10-0 (+)-validoxylamine A 
• 1316288-57-9 C₂₁H₂₉NO₈ 
• 137063-35-5 2,3,4',5',6',7'-hexa-O-benzyl-7-O-triphenylmethylvalidoxylamine A 
• 137063-36-6 2,3,4,4',5',6',7'-hepta-O-benzyl-7-O-triphenylmethylvalidoxylamine A 
• 86733-61-1 2,3,4',5',6',7'-hexa-O-benzylvalidoxylamine A 

Downstream Products

• 137063-38-8 6''-O-acetyl-2,3,4,4',5',6',7',2'',3'',4''-deca-O-benzylvalidamycin D 
• 1221568-88-2 C₆₃H₆₈N₂O₁₀S 

Relevant academic research and scientific papers

Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis

Glycosyltransferases are ubiquitous in nature. They catalyze a glycosidic bond formation between sugar donors and sugar or nonsugar acceptors to produce oligo/polysaccharides, glycoproteins, glycolipids, glycosylated natural products, and other sugar-containing entities. However, a trehalose 6-phosphate synthase-like protein has been found to catalyze an unprecedented nonglycosidic C-N bond formation in the biosynthesis of the aminocyclitol antibiotic validamycin A. This dedicated 'pseudoglycosyltransferase catalyzes a condensation between GDP-valienol and validamine 7-phosphate to give validoxylamine A 7′-phosphate with net retention of the 'anomeric configuration of the donor cyclitol in the product. The enzyme operates in sequence with a phosphatase, which dephosphorylates validoxylamine A 7′-phosphate to validoxylamine A.

Mechanistic insight into enzymatic glycosyl transfer with retention of configuration through analysis of glycomimetic inhibitors

(Figure Presented) Structural "valid"-ation: The mechanism of enzyme-catalyzed glycosyl transfer with retention of anomeric configuration continues to baffle, a situation compounded by the lack of insightful 3-D structures of ternary enzyme complexes. Syn

Synthetic Studies on Antiobiotic Validamycins. Part 14. Total Syntheses of (+)-Validamycins C, D and F

(+)-Validamycins C and F were first completely synthesised by use of a common blocked derivative 5 of (+)-validoxylamine A.The diols 6 and 7, obtained by acid hydrolysis of 5, were appropriately protected to give the aglycones 17, 25 and 30, which were co