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A New Approach for the Comparative Analysis of Multiprotein Complexes Based on 15N Metabolic Labeling and Quantitative Mass Spectrometry
Published on: March 13, 2014
The total synthesis of moenomycin A
James G Taylor1, Xuechen Li, Markus Oberthür
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Journal of the American Chemical Society
|November 23, 2006
Summary
Researchers achieved the total synthesis of moenomycin A, a unique antibiotic targeting bacterial cell wall synthesis. This breakthrough enables further studies into its mechanism of action and the development of new derivatives.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Microbiology
Background:
- Moenomycin A is a unique natural antibiotic.
- It inhibits bacterial cell wall synthesis by targeting transglycosylases.
- Peptidoglycan carbohydrate chain formation is its target.
Purpose of the Study:
- To report the total synthesis of moenomycin A.
- To develop efficient glycosylation methods for complex molecule synthesis.
- To enable the creation of moenomycin A derivatives for mechanistic studies.
Main Methods:
- Total synthesis of moenomycin A.
- Utilized the sulfoxide glycosylation method.
- Developed a general method to suppress a reaction byproduct.
- Employed an inverse addition protocol for sulfoxide glycosylations.
Main Results:
- Successfully synthesized moenomycin A.
- Identified and suppressed a byproduct that caused glycosyl acceptor loss.
- Achieved efficient glycosylations using optimized methods.
- Established a flexible synthetic route.
Conclusions:
- The total synthesis of moenomycin A was accomplished.
- Optimized sulfoxide glycosylation methods overcome synthetic challenges.
- The developed route facilitates the synthesis of moenomycin A derivatives for further research.
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