Most naturally occurring amino acids have chiral centers (the asymmetric a carbon atoms)that are named (S) by the Cahn–Ingold–Prelog convention (Section 5-3). The commonnaturally occurring form of cysteine has a chiral center that is named (R), however.(a) What is the relationship between (R)-cysteine and (S)-alanine? Do they have the oppositethree-dimensional configuration (as the names might suggest) or the same configuration?(b) (S)-Alanine is an l-amino acid (Figure 24-2). Is (R)-cysteine a d-amino acid or anl-amino acid?
Most naturally occurring amino acids have chiral centers (the asymmetric a carbon atoms)that are named (S) by the Cahn–Ingold–Prelog convention (Section 5-3). The commonnaturally occurring form of cysteine has a chiral center that is named (R), however.(a) What is the relationship between (R)-cysteine and (S)-alanine? Do they have the oppositethree-dimensional configuration (as the names might suggest) or the same configuration?(b) (S)-Alanine is an l-amino acid (Figure 24-2). Is (R)-cysteine a d-amino acid or anl-amino acid?
Chemistry & Chemical Reactivity
9th Edition
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter24: Biochemistry
Section: Chapter Questions
Problem 4PS
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Most naturally occurring amino acids have chiral centers (the asymmetric a carbon atoms)
that are named (S) by the Cahn–Ingold–Prelog convention (Section 5-3). The common
naturally occurring form of cysteine has a chiral center that is named (R), however.
(a) What is the relationship between (R)-cysteine and (S)-alanine? Do they have the opposite
three-dimensional configuration (as the names might suggest) or the same configuration?
(b) (S)-Alanine is an l-amino acid (Figure 24-2). Is (R)-cysteine a d-amino acid or an
l-amino acid?
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