153396-63-5

Upstream product

• 20312-37-2 (R)-2-hydroxy-4-methylpentanoic acid 

Downstream Products

• 209664-18-6 (R)-2-Isobutyl-4-oxo-8-phenyl-octanoic acid methyl ester 
• 209664-19-7 (R)-2-Isobutyl-4-oxo-5,5-diphenyl-pentanoic acid methyl ester 
• 176969-22-5 (2R,5S)-2-Isobutyl-4-oxo-5-phenyl-heptanoic acid methyl ester 
• 209664-38-0 (R)-4-Methyl-2-[2-oxo-2-(9H-xanthen-9-yl)-ethyl]-pentanoic acid (1-benzyl-3-fluoro-2-hydroxy-propyl)-amide 
• 209664-24-4 (R)-2-isobutyl-4-oxo-5,5-diphenylpentanoic acid ((S)-1-hydroxymethyl-3-methyl)butyl amide 
• 209664-22-2 (R)-2-isobutyl-4-oxo-8-phenyloctanoic acid ((S)-1-hydroxymethyl-3-methyl)butyl amide 
• 209664-21-1 2-isobutyl-4-oxo-5,5-diphenylpentanoic acid 
• 209664-20-0 2-isobutyl-4-oxo-8-phenyloctanoic acid 
• 194551-75-2 (2R,5S)-6-Cyclohexyl-5-dibenzylamino-2-isobutyl-4-oxo-hexanoic acid methyl ester 

Relevant academic research and scientific papers

Solid-phase synthesis of tetrahydropyridazinedione-constrained peptides

The design and solid-phase synthesis of tetrahydropyridazine-3,6-dione (Tpd) peptidomimetics derived from backbone-aminated peptides is reported. The described protocol features the synthesis of chiral α-hydrazino acids suitable for chemoselective incorporation into growing peptide chains. Acid-catalyzed cyclization to form the Tpd ring during cleavage affords the target peptidomimetics in good yield and purity. The scope of Tpd incorporation is demonstrated through the synthesis of constrained peptides featuring nucleophilic/electrophilic side chains and sterically encumbered α-substituted hydrazino acid residues. (Chemical Equation Presented).

Synthesis of stable analogs in blood and conformational analysis of arenastatin A, a potent cytotoxic spongean depsipeptide

In order to produce stable analogs in blood of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized four analogs in which the 15-20 ester linkage was modified. Among them, the carba analog and 20-deoxo analog showed stability in serum. The conformation of arenastatin A and its three analogs were analyzed by distance-restrained molecular dynamic calculation to elucidate a three-dimensional stereostructure contributing to the extremely potent cytotoxicity of arenastatin A.

Synthesis and biological property of carba and 20-deoxo analogues of arenastatin A

The carba analogue, in which a methylene group is substituted for the oxygen atom linked to C-15, and 20-deoxo analogue of arenastatin A, a potent cytotoxic spongean depsipeptide, were synthesized. Both analogues lacking the 15,20-ester function, which was easily metabolized in serum, showed good stability in serum as well as moderate cytotoxic activity against KB cells and better solubility. (C) 2000 Elsevier Science Ltd. All rights reserved.