A South Korean research group has isolated and synthesized daumone, the pheromone that induces hibernation in Caenorhabditis

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A South Korean research group has isolated and synthesized "daumone," the pheromone that induces hibernation in Caenorhabditis elegans worms when food becomes scarce, thus extending their life span (Nature, 2005, 433, 541). Following is a ball-and-stick representation of daumone.
A South Korean research group has isolated and synthesized

a. What is the absolute configuration, R or S, of the stereogenic carbon marked with an asterisk?
b. There are four additional stereogenic carbons in daumone. Locate these carbons and determine their absolute configurations.
c. Draw a representation of the enantiomer of daumone.
d. Do you think the enantiomer of daumone would induce hibernation in Caenorhabditis elegans worms? Why or why not?

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Organic Chemistry A Short Course

ISBN: 978-1111425562

13th edition

Authors: Harold Hart, Christopher M. Hadad, Leslie E. Craine, David J. Hart

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