185448-55-9

Upstream product

• 185448-54-8 {3-[(2S,5S,8S,11S,14S,17R)-5-(4-Benzyloxy-benzyl)-17-(1H-indol-3-ylmethyl)-8,11,14-triisopropyl-4,10,16-trimethyl-3,6,9,12,15,18-hexaoxo-1,7,13-trioxa-4,10,16-triaza-cyclooctadec-2-yl]-propyl}-carbamic acid benzyl ester 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 70-26-8 L-ornithine 
• 5241-64-5 Boc-D-Trp-OH 
• 112896-86-3 N^α-(tert-butoxycarbonyl)-N^ε-(tert-butyldimethylsilyl)-D-tryptophan 
• 50721-37-4 S-5-benzyloxycarbonylamino-2-hydroxypentanoic acid 
• 185448-87-7 (S)-2-Hydroxy-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester 
• 185448-72-0 (S)-3-Methyl-2-methylamino-butyric acid (S)-2-methyl-1-(2-trimethylsilanyl-ethoxycarbonyl)-propyl ester 
• 185448-75-3 (S)-5-Benzyloxycarbonylamino-2-hydroxy-pentanoic acid 2-trimethylsilanyl-ethyl ester 
• 185448-83-3 (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-methyl-butyric acid (S)-2-methyl-1-(2-trimethylsilanyl-ethoxycarbonyl)-propyl ester 
• 185448-79-7 (R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionic acid 
• 185448-71-9 (S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid 
• 185448-81-1 (S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-(tert-butoxycarbonyl-methyl-amino)-propionyloxy]-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester 
• 185448-66-2 (S)-5-Benzyloxycarbonylamino-2-[(R)-3-(1H-indol-3-yl)-2-methylamino-propionyloxy]-pentanoic acid 2-trimethylsilanyl-ethyl ester 

Relevant academic research and scientific papers

Design, synthesis, and evaluation of a depsipeptide mimic of tendamistat

The cyclic hexadepsipeptide framework of enniatin B was identified as a template matching the β-turn tripeptide of tendamistat. The modified analog 1 was synthesized as a tendamistat mimic and compared to the acyclic derivative 2 and the tripeptide Ac-Try-Arg-Tyr-OMe. These compounds were assembled from the dimeric esters 3-5. As an inhibitor of α-amylase, 1 is twice as potent as 2 and comparable to the tripeptide. NMR studies of 1 reveal four conformers in equilibrium in a 50:25:15:10 ratio; the ring conformation of the major component is similar to that of the enniatin B template, with the cis geometry of the α-hydroxyisovaleryl-N-methylvaline amide linkage; the other conformers differ in the position or presence of the cis amide linkage.