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- Bergmann_degradation abstract "The Bergmann degradation is a series of chemical reactions designed to remove a single amino acid from the carboxylic acid (C-terminal) end of a peptide. First demonstrated by Max Bergmann in 1934, it is a rarely used method for sequencing peptides. The later developed Edman degradation is an improvement upon the Bergmann degradation, instead cleaving the N-terminal amino acid of peptides to produce a hydantoin containing the desired amino acid. The Bergmann degradation combines the azide degradation of the Curtius rearrangement with Bergmann and Zervas' carbobenzoxy method, which they designed to occur under relatively mild conditions so as to allow for peptide sequencing. A single round of the Bergmann degradation yields an aldehyde containing the sought after amino acid residue and the remaining fragment of the original peptide in amide form.The acyl azide of a peptide (1) undergoes a Curtius rearrangement in the presence of benzyl alcohol and heat(2) to give a benzyl carbamate (3). The Cbz group of intermediate 3 is removed by hydrogenolysis to give an unsubstituted amide (4) and an aldehyde (5).".
- Bergmann_degradation thumbnail Bergmann_Degradation_Reaction_Scheme.png?width=300.
- Bergmann_degradation wikiPageID "11310997".
- Bergmann_degradation wikiPageRevisionID "603458661".
- Bergmann_degradation hasPhotoCollection Bergmann_degradation.
- Bergmann_degradation subject Category:Degradation_reactions.
- Bergmann_degradation subject Category:Name_reactions.
- Bergmann_degradation subject Category:Organic_redox_reactions.
- Bergmann_degradation subject Category:Rearrangement_reactions.
- Bergmann_degradation type ChemicalProcess113446390.
- Bergmann_degradation type ChemicalReaction113447361.
- Bergmann_degradation type DegradationReactions.
- Bergmann_degradation type NameReactions.
- Bergmann_degradation type NaturalProcess113518963.
- Bergmann_degradation type OrganicRedoxReactions.
- Bergmann_degradation type PhysicalEntity100001930.
- Bergmann_degradation type Process100029677.
- Bergmann_degradation type RearrangementReactions.
- Bergmann_degradation comment "The Bergmann degradation is a series of chemical reactions designed to remove a single amino acid from the carboxylic acid (C-terminal) end of a peptide. First demonstrated by Max Bergmann in 1934, it is a rarely used method for sequencing peptides. The later developed Edman degradation is an improvement upon the Bergmann degradation, instead cleaving the N-terminal amino acid of peptides to produce a hydantoin containing the desired amino acid.".
- Bergmann_degradation label "Bergmann degradation".
- Bergmann_degradation label "Bergmann-degradatie".
- Bergmann_degradation label "Bergmann降解反应".
- Bergmann_degradation label "Degradación de Bergmann".
- Bergmann_degradation label "تفكيك برجمان".
- Bergmann_degradation sameAs Degradación_de_Bergmann.
- Bergmann_degradation sameAs Bergmann-degradatie.
- Bergmann_degradation sameAs m.03bxync.
- Bergmann_degradation sameAs Q3100277.
- Bergmann_degradation sameAs Q3100277.
- Bergmann_degradation sameAs Bergmann_degradation.
- Bergmann_degradation wasDerivedFrom Bergmann_degradation?oldid=603458661.
- Bergmann_degradation depiction Bergmann_Degradation_Reaction_Scheme.png.
- Bergmann_degradation isPrimaryTopicOf Bergmann_degradation.