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Moenomycin a: New chemistry that allows to attach the antibiotic to reporter groups, solid supports, and proteins
Authors:Uwe Kempin,Lothar Hennig,Dietmar Knoll,Peter Welzel,Dietrich Mü  ller,Astrid Markus,Jean van Heijenoort
Affiliation:

a Institut für Organische Chemie der Universität Leipzig, Talstr. 35, D-04103, Leipzig, Germany

b Fakultät für Chemie der Ruhr-Universität, D-44780, Bochum, Germany

c Hoechst Marion Roussel, D-65926, Frankfurt, Germany

d Biochimie Moléculaire et Cellulaire, Université Paris-Sud, F-91405, Orsay Cedex, France

Abstract:Moenomycin A (18) on reaction with the diazonium salt derived from bifunctional (protected) 15 yields the coupling product 19 which on reduction is converted into the moenomycin thiol derivative 21. Thiol 21 has been used to prepare selectively moenomycin dansyl and biotin adducts 26 and 28, respectively. This work was performed with the aim to use moenomycin as a tool for studies of the transglycosylation step in peptidoglycan biosynthesis.
Keywords:
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