Synthesis-enabled conformational assignment of natural N-acyl L-phenylalanine derivatives from freshwater sponge-associated Micromonospora sp. MS-62

Org Biomol Chem. 2026 Jan 21;24(3):597-600. doi: 10.1039/d5ob01886b.

Abstract

This study demonstrates a concise four-step total synthesis of N-acyl-L-phenylalanine derivatives (P1-P5) from Micromonospora sp. MS-62 enabling definitive assignment of the S configuration at C-1' via single-crystal X-ray diffraction. This synthesis clarifies the stereochemistry of this natural product class and facilitates future exploration of structure-activity relationship.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biological Products* / chemical synthesis
  • Biological Products* / chemistry
  • Crystallography, X-Ray
  • Micromonospora* / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Phenylalanine* / analogs & derivatives
  • Phenylalanine* / chemical synthesis
  • Phenylalanine* / chemistry
  • Porifera* / microbiology

Substances

  • Phenylalanine
  • Biological Products