Abstract
The biosynthesis of the lactone moiety of acaterin was studied using Pseudomonas sp. A92. Feeding experiment with (2R S)-[1-13C]glycerol revealed that glycerol is efficiently incorporated into the branched three-carbon unit (C-3, C-4 and C-5 positions) of acaterin and its precursor, 4,5-didehydro-acaterin. Further feeding studies of (2R S)-[1,1-2H2]- and sn-[3,3-2H2]-glycerols showed that two hydrogens at the sn-C-3 position of glycerol are incorporated into the C-5 position of the two compounds, whereas those at the sn-C-1 position are completely lost during the transformation. These results suggest that acaterin is biosynthesized via a tetronic acid type intermediate.
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