Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter22: Proteins
Section: Chapter Questions
Problem 22.59P: 22-59 What is the effect of salt bridges on the tertiary structure of proteins?
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To prove that the reaction of an ester with hydroxide ion is not an SN2 reaction but, instead, forms a tetrahedral intermediate that subsequently collapses, the products obtained after allowing hydroxide ion to react with an ester containing an isotopically labeled carbonyl oxygen (18O) were isolated. One of the products was isotopically labeled hydroxide ion. Explain how obtaining this product proves that a tetrahedral intermediate was formed.
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