1. A dipeptide, Gly-Ala, was sequenced in the following ways: a) Reaction of this peptide with of FDNB (1-Fluoro-2,4-dinitrobenzene), followed by hydrolysis with 6M HCI. Write the equation for the reaction of FDNB with the peptide.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter27: Amino Acids And Proteins
Section: Chapter Questions
Problem 27.45P
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1. A dipeptide, Gly-Ala, was sequenced in the following ways:
a) Reaction of this peptide with of FDNB (1-Fluoro-2,4-dinitrobenzene), followed by
hydrolysis with 6M HCI. Write the equation for the reaction of FDNB with the peptide.
b) Why was it necessary to maintain the pHof this reaction mixture (peptide + FDNB) above
10?
c) In a separate experiment, the peptide was hydrolyzed with 6M HCl and the mixture was
then analyzed by paper chromatography and HPLC. Briefly state the purpose of this step?
Transcribed Image Text:1. A dipeptide, Gly-Ala, was sequenced in the following ways: a) Reaction of this peptide with of FDNB (1-Fluoro-2,4-dinitrobenzene), followed by hydrolysis with 6M HCI. Write the equation for the reaction of FDNB with the peptide. b) Why was it necessary to maintain the pHof this reaction mixture (peptide + FDNB) above 10? c) In a separate experiment, the peptide was hydrolyzed with 6M HCl and the mixture was then analyzed by paper chromatography and HPLC. Briefly state the purpose of this step?
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