193952-16-8

Upstream product

• 63-91-2 L-phenylalanine 
• 2528-61-2 Heptanoic acid chloride 
• 111-14-8 oenanthic acid 

Downstream Products

• 199340-75-5 [(S)-5-{3-[tert-Butoxycarbonyl-(4-{tert-butoxycarbonyl-[3-((S)-2-heptanoylamino-3-phenyl-propionylamino)-propyl]-amino}-butyl)-amino]-propylcarbamoyl}-5-(2-diazo-3,3,3-trifluoro-propionylamino)-pentyl]-carbamic acid tert-butyl ester 
• 199340-71-1 ((S)-5-Benzyloxycarbonylamino-5-{3-[tert-butoxycarbonyl-(4-{tert-butoxycarbonyl-[3-((S)-2-heptanoylamino-3-phenyl-propionylamino)-propyl]-amino}-butyl)-amino]-propylcarbamoyl}-pentyl)-carbamic acid tert-butyl ester 
• 199340-81-3 [(S)-5-{3-[tert-Butoxycarbonyl-(4-{tert-butoxycarbonyl-[3-((S)-2-heptanoylamino-3-phenyl-propionylamino)-propyl]-amino}-butyl)-amino]-propylcarbamoyl}-5-(2,2,2-trifluoro-acetylamino)-pentyl]-carbamic acid tert-butyl ester 
• 199340-74-4 ((S)-5-Amino-5-{3-[tert-butoxycarbonyl-(4-{tert-butoxycarbonyl-[3-((S)-2-heptanoylamino-3-phenyl-propionylamino)-propyl]-amino}-butyl)-amino]-propylcarbamoyl}-pentyl)-carbamic acid tert-butyl ester 
• 199340-72-2 [(S)-5-Benzyloxycarbonylamino-5-(3-{4-[3-((S)-2-heptanoylamino-3-phenyl-propionylamino)-propylamino]-butylamino}-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Structure-activity relationship study of syringolin A as a potential anticancer agent

A detailed structure-activity relationship of syringolin A (1), which is a promising antitumor natural product, was described. We previously developed syringolin A analog 2 as a potent proteasome inhibitor by the structure-based drug design of syringolin A. In this Letter, we synthesized a range of analogs of 2, having a different length of the lipophilic chain and substituted aryl group, and their cytotoxicity against human cancer cells was evaluated. It turned out that these modifications greatly affected the cytotoxicity. Further optimization would lead to develop a novel proteasome inhibitor.

Repurposing the 3-Isocyanobutanoic Acid Adenylation Enzyme SfaB for Versatile Amidation and Thioesterification

Genome mining of microbial natural products enables chemists not only to discover the bioactive molecules with novel skeletons, but also to identify the enzymes that catalyze diverse chemical reactions. Exploring the substrate promiscuity and catalytic mechanism of those biosynthetic enzymes facilitates the development of potential biocatalysts. SfaB is an acyl adenylate-forming enzyme that adenylates a unique building block, 3-isocyanobutanoic acid, in the biosynthetic pathway of the diisonitrile natural product SF2768 produced by Streptomyces thioluteus, and this AMP-ligase was demonstrated to accept a broad range of short-chain fatty acids (SCFAs). Herein, we repurpose SfaB to catalyze amidation or thioesterification between those SCFAs and various amine or thiol nucleophiles, thereby providing an alternative enzymatic approach to prepare the corresponding amides and thioesters in vitro.

Structure-binding relation of philanthotoxins from nicotinic acetylcholine receptor binding assay

Philanthotoxins are noncompetitive inhibitors of the nicotinic acetylcholine receptor and the various glutamate receptors. Analogues carrying photoaffinity labels, fluorine atoms for solid-state NMR studies of ligand/receptor interaction, and large head g