Boron binding with the quorum sensing signal AI-2 and analogues.
[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.
Semmelhack
Martin F
MF
Departments of Chemistry and Molecular Biology, Princeton University, Princeton, New Jersey 08544, USA.
Campagna
Shawn R
SR
Hwa
Charlotte
C
Federle
Michael J
MJ
Bassler
Bonnie L
BL
D001895:Boron / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010420:Pentanes / Q000737:chemistry*; D014733:Vibrio / Q000737:chemistry* / Q000378:metabolism / Q000502:physiology
C493138:4,5-dihydroxy-2,3-pentanedione; D010420:Pentanes; D001895:Boron