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
  • 1. Central Research Units, F. Hoffmann-La Roche & Co., Ltd., Basel, Switzerland.
PMID: 3680019 DOI: 10.7164/antibiotics.40.1086
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.

Products