Boron binding with the quorum sensing signal AI-2 and analogues

Org Lett. 2004 Jul 22;6(15):2635-7. doi: 10.1021/ol048976u.

Abstract

[reaction: see text] The unstable bacterial metabolic product, DPD, and the related natural product, laurencione, are shown to have a high affinity for borate complexation, through the hydrated analogue. The boron complex of DPD is Vibrio harveyi AI-2, an interspecies quorum sensing signal in bacteria, and an affinity column with a borate resin is effective in providing the first method for concentrating and purifying V. harveyi AI-2 from the biosynthetic product.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Boron / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pentanes / chemistry*
  • Vibrio / chemistry*
  • Vibrio / metabolism
  • Vibrio / physiology

Substances

  • 4,5-dihydroxy-2,3-pentanedione
  • Pentanes
  • Boron