Chemical structure of posttranslational modification with a farnesyl group on tryptophan
Okada, M.(Nagoya Univ. (Japan)) | Yamaguchi, H. | Sato, I. | Tsuji, F. | Dubnau, D. | Sakagami, Y.
Bacillus subtilis and related bacilli produce a posttranslationally modified oligopeptide, the ComX pheromone, that stimulates natural genetic competence controlled by quorum sensing. The ComXsub(RO-C-2) pheromone from strain RO-C-2 must be modified with a farnesyl group on the Trp residue, but the precise structure is not known. Here we report the precise nature of posttranslational farnesylation of ComXsub(RO-C-2) pheromone on the Trp residue, resulting in the formation of a tricyclic structure. The ComXsub(168) pheromone, produced by the standard laboratory strain used in the study of B. subtilis, is also posttranslationally farnesylated according to phylogenetic resemblance.
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