ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
2nd Edition
ISBN: 9781118872925
Author: Klein
Publisher: JOHN WILEY+SONS INC.CUSTOM
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Question
Chapter 26.8, Problem 28CC
Interpretation Introduction
Interpretation:
A mechanism for biosynthesis of
Concept introduction:
Terpenes are constructed from dimethylallyl pyrophosphate and isopentenyl pyrophosphate. In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation. Finally proton transfer happens to give the final product.
The terpene synthesis involves the following steps,
- Loss of OPP (pyrophosphate group)
- Nucleophilic attack
- Deprotonation
The above three steps are repeated again and again. In each step and isoprene unit is added more. Finally to obtain
To draw: a mechanism for the given transformation.
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Gramicidin A can adopt more than one structure; NMR spectroscopy has revealed an “end-to-end” dimer form, and x-ray crystallography has revealed an “anti-parallel double- helical” form. Briefly outline and describe an experimentalapproach/strategy to investigate WHICH configuration (“end-to-end dimer” vs “anti-paralleldouble helical”) gramicidin adopts in an actual lipid bilayer.
Chapter 26 Solutions
ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
Ch. 26.2 - Prob. 1CCCh. 26.2 - Prob. 2CCCh. 26.3 - Prob. 1LTSCh. 26.3 - Prob. 3PTSCh. 26.3 - Prob. 4ATSCh. 26.3 - Prob. 5ATSCh. 26.3 - Prob. 6ATSCh. 26.4 - Prob. 7CCCh. 26.4 - Prob. 8CCCh. 26.4 - Prob. 2LTS
Ch. 26.4 - Prob. 9PTSCh. 26.4 - Prob. 10ATSCh. 26.4 - Prob. 11ATSCh. 26.4 - Prob. 3LTSCh. 26.4 - Prob. 12PTSCh. 26.4 - Prob. 13LTSCh. 26.4 - Prob. 14LTSCh. 26.5 - Prob. 15CCCh. 26.5 - Prob. 16CCCh. 26.5 - Prob. 17CCCh. 26.5 - Prob. 18CCCh. 26.5 - Prob. 19CCCh. 26.6 - Prob. 20CCCh. 26.6 - Prob. 21CCCh. 26.6 - Prob. 22CCCh. 26.6 - Prob. 23CCCh. 26.7 - Prob. 24CCCh. 26.8 - Prob. 4LTSCh. 26.8 - Prob. 25PTSCh. 26.8 - Prob. 26ATSCh. 26.8 - Prob. 27CCCh. 26.8 - Prob. 28CCCh. 26 - Prob. 29PPCh. 26 - Prob. 30PPCh. 26 - Prob. 32PPCh. 26 - Prob. 33PPCh. 26 - Prob. 34PPCh. 26 - Prob. 35PPCh. 26 - Prob. 36PPCh. 26 - Prob. 37PPCh. 26 - Prob. 38PPCh. 26 - Prob. 39PPCh. 26 - Prob. 40PPCh. 26 - Prob. 41PPCh. 26 - Prob. 42PPCh. 26 - Prob. 43PPCh. 26 - Prob. 44PPCh. 26 - Prob. 45PPCh. 26 - Prob. 46PPCh. 26 - Prob. 47PPCh. 26 - Prob. 48PPCh. 26 - Prob. 49PPCh. 26 - Prob. 50PPCh. 26 - Prob. 51IPCh. 26 - Prob. 52IPCh. 26 - Prob. 53IPCh. 26 - Prob. 54IPCh. 26 - Prob. 55IP
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