2,4-Dinitrofluorobenzene, very often known as Sanger's reagent after the English chemist Frederick Sanger who popularized its use, reacts selectively with the N-terminal amino group of a polypeptide chain. Sanger was awarded the 1958 Nobel Prize in Chemistry for his work in determining the primary structure of bovine insulin. One of the few people to be awarded two Nobel Prizes, he also shared the 1980 award in chemistry with American chemists Paul Berg and Walter Gilbert for the development of chemical and biological analyses of DNA. polypeptide chain in which the -F + H,NCHČNHCHC-polypeptide N-terminal amino acid is labeled with a 2,4-dinitrophenyl group O,N- R2 NO, (N-Terminal end of a polypeptide chain) 2,4-Dinitro- fluorobenzene Following reaction with 2,4-dinitrofluorobenzene, all amide bonds of the polypeptide chain are hydrolyzed and the amino acid labeled with a 2,4-dinitrophenyl group is sep- arated by either paper or column chromatography and identified.
2,4-Dinitrofluorobenzene, very often known as Sanger's reagent after the English chemist Frederick Sanger who popularized its use, reacts selectively with the N-terminal amino group of a polypeptide chain. Sanger was awarded the 1958 Nobel Prize in Chemistry for his work in determining the primary structure of bovine insulin. One of the few people to be awarded two Nobel Prizes, he also shared the 1980 award in chemistry with American chemists Paul Berg and Walter Gilbert for the development of chemical and biological analyses of DNA. polypeptide chain in which the -F + H,NCHČNHCHC-polypeptide N-terminal amino acid is labeled with a 2,4-dinitrophenyl group O,N- R2 NO, (N-Terminal end of a polypeptide chain) 2,4-Dinitro- fluorobenzene Following reaction with 2,4-dinitrofluorobenzene, all amide bonds of the polypeptide chain are hydrolyzed and the amino acid labeled with a 2,4-dinitrophenyl group is sep- arated by either paper or column chromatography and identified.
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 27.50P
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Compare and contrast the structural information that can be obtained from use of Sanger’s reagent with that from use of the Edman degradation.
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