1. Academic Validation
  2. Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Chemistry and structure elucidation

Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Chemistry and structure elucidation

  • J Antibiot (Tokyo). 1987 Aug;40(8):1086-91. doi: 10.7164/antibiotics.40.1086.
E Hochuli 1 E Kupfer R Maurer W Meister Y Mercadal K Schmidt
Affiliations

Affiliation

  • 1 Central Research Units, F. Hoffmann-La Roche & Co., Ltd., Basel, Switzerland.
Abstract

The structure of a new pancreatic Lipase Inhibitor, lipstatin, produced by Streptomyces toxytricini was determined as (2S,3S,5S,7Z,10Z)-5-[(S)-2-formamido-4-methylpentanoyloxy ]-2-hexyl-3- hydroxy-7,10-hexadecadienoic lactone by spectroscopic and chemical methods. Structurally lipstatin is closely related to the known esterase inhibitor esterastin. It contains a N-formyl-L-leucine side chain instead of the N-acetyl-L-asparagine in esterastin.

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