Synthesis and Biological Activity of 9-Mercaptodethiobiotin - a Putative Biotin Precursor in Escherichia coli
A total synthesis of (+/-)-9-mercaptodethiobiotin 3 via the aldehyde 9 is described.Compound (+/-)-3 does not function as a biotin replacement factor for an E. coli mutant (SA291) lacking the entire biotin synthesis operon (bioABFCD-) but supports growth of an E. coli bioA mutant.Compound (+/-)-3 also supports growth of transformed cells of SA291 carrying a plasmid encoding the E. coli biotin synthase (bioB) gene indicating that the compound may be able to substitute for dethiobiotin 2 as a substrate for biotin synthase.
Baxter, Robert L.,Camp, Dominic J.,Coutts, Andrew,Shaw, Nicholas
p. 255 - 258
(2007/10/02)
Chemistry of the neopolyoxins, pyrimidine and imidazoline nucleoside peptide antibiotics
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Uramoto,Kobinata,Isono,et al.
p. 1599 - 1608
(2007/10/02)
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