1316231-06-7

Upstream product

• 124330-54-7 (1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-N-((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)cyclohexyl)cyclohex-2-enamine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1316231-12-5 benzyl ((1S,2S,3S,4R,5R)-2,3,4-Tris(benzyloxy)-5-(hydroxymethyl)cyclohexyl)carbamate 
• 1316231-13-6 benzyl ((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-(((bis(benzyloxy)phosphoryl)oxy)methyl)cyclohexyl)carbamate 
• 32780-32-8 validamine 
• 68108-50-9 (1S)-(+)-(1,2,4/3,5)-1-acetamido-2,3,4-triacetoxy-5-acetoxymethylcyclohexane 
• 1316231-10-3 ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((benzyloxy)carbonyl)amino)cyclohexyl)methyl acetate 

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.