Abstract
Treatment of the macrocyclic pentapeptide cyclotheonamide A ( 1) with aqueous sodium carbonate or triethylamine at 23°C generated two isomeric products. X-ray analysis of a complex with α-thrombin indicates a ring-opened pentapeptide, 2, from cleavage at the α-keto amide bond. However, given the MS data for 3 and a model study in which 4 provides 5, structure 3 is suggested for the product from base treatment of 1.
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