title: Synthesis of (3R,4S)-3,4,5-trihydroxy-4-methylpentylphosphonic acid as a potential inhibitor of the nonmevalonate pathway.
abstract: The nonmevalonate pathway is widely found in higher plants and in many eubacteria, including pathogenic ones, but not in mammals. Identifying a nonmevalonate pathway inhibitor would greatly contribute to the search for new herbicides and antibacterial drugs to treat, for example, malaria. We describe here the synthesis of (3R,4S)-3,4,5-trihydroxy-4-methylpentylphosphonic acid as a candidate for inhibiting MEP cytidylyltransferase, which is the third step on the nonmevalonate pathway.
authors.affiliation: Graduate School of Life Sciences, Tohoku University, Sendai, Miygai, Japan.
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Yoshioka
authors.forename: Hiroki
authors.initials: H
authors.lastname: Shimizu
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Ohrui
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D004896:Erythritol / Q000031:analogs & derivatives* / Q000378:metabolism*; D004926:Escherichia coli / Q000187:drug effects; D009713:Nucleotidyltransferases / Q000037:antagonists & inhibitors*; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000494:pharmacology*; D010420:Pentanes / Q000138:chemical synthesis / Q000494:pharmacology*; D013403:Sugar Phosphates / Q000378:metabolism*
chemical_list: C497190:(3R,4S)-3,4,5-trihydroxy-4-methylpentylphosphonic acid; C114232:2-C-methylerythritol 4-phosphate; D000900:Anti-Bacterial Agents; D063065:Organophosphonates; D010420:Pentanes; D013403:Sugar Phosphates; C435808:2-C-methyl erythritol 4-phosphate cytidylyltransferase; D009713:Nucleotidyltransferases; D004896:Erythritol