21658-95-7Relevant articles and documents
Total Synthesis of Biselyngbyolide B
Sato, Eisuke,Tanabe, Yurika,Nakajima, Naoya,Ohkubo, Akifumi,Suenaga, Kiyotake
, p. 2047 - 2049 (2016)
The first total synthesis of biselyngbyolide B, an 18-membered macrolide, was achieved. The 18-membered ring structure was constructed by esterification using the Shiina reagent and an intramolecular Stille coupling reaction.
Biosynthesis of Naturally Products with a P-C Bond. Part 6. Preparation of Deuterium- and Carbon-13-Labelled L-Alanyl- and L-Alanyl-L-alanyl-(2-aminoethyl)phosphonic Acids and their Use in Biosynthetic Studies of Fosfomycin in Streptomyces fradiae
Hammerschmidt, Friedrich,Kaehlig, Hanspeter,Mueller, Norbert
, p. 365 - 369 (2007/10/02)
(2-Aminoethyl)phosphonic acid (AEP) is not taken up by Streptomyces fradiae in the biosynthesis of fosfomycin.Attachment of L-alanine or L-alanyl-L-alanine to the amino group of deuteriated AEP affords di- and tri-peptides 4 and 5 which are transported into the cell. AEP is synthesized from Na(13)CN and the tosyloxymethylphosphonate 7.It is transformed into dipeptide 4d, which acts as a carrier for AEP which is incorporated into fosfomycin with an enrichment of 2 percent.
