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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 wikiPageLength "9032".
- Bergmann_degradation wikiPageOutDegree "49".
- Bergmann_degradation wikiPageRevisionID "704111703".
- Bergmann_degradation wikiPageWikiLink Acyl_azide.
- Bergmann_degradation wikiPageWikiLink Aldehyde.
- Bergmann_degradation wikiPageWikiLink Amide.
- Bergmann_degradation wikiPageWikiLink Amino_acid.
- Bergmann_degradation wikiPageWikiLink Azide.
- Bergmann_degradation wikiPageWikiLink Benzyl_alcohol.
- Bergmann_degradation wikiPageWikiLink C-terminus.
- Bergmann_degradation wikiPageWikiLink Carbamate.
- Bergmann_degradation wikiPageWikiLink Carbon_dioxide.
- Bergmann_degradation wikiPageWikiLink Carboxybenzyl.
- Bergmann_degradation wikiPageWikiLink Carboxylic_acid.
- Bergmann_degradation wikiPageWikiLink Category:Degradation_reactions.
- Bergmann_degradation wikiPageWikiLink Category:Name_reactions.
- Bergmann_degradation wikiPageWikiLink Category:Organic_redox_reactions.
- Bergmann_degradation wikiPageWikiLink Category:Rearrangement_reactions.
- Bergmann_degradation wikiPageWikiLink Chemical_reaction.
- Bergmann_degradation wikiPageWikiLink Chromatography.
- Bergmann_degradation wikiPageWikiLink Curtius_rearrangement.
- Bergmann_degradation wikiPageWikiLink Edman_degradation.
- Bergmann_degradation wikiPageWikiLink Ester.
- Bergmann_degradation wikiPageWikiLink Hydantoin.
- Bergmann_degradation wikiPageWikiLink Hydrazide.
- Bergmann_degradation wikiPageWikiLink Hydrogenation.
- Bergmann_degradation wikiPageWikiLink Hydrogenolysis.
- Bergmann_degradation wikiPageWikiLink Hydrolysis.
- Bergmann_degradation wikiPageWikiLink Isocyanate.
- Bergmann_degradation wikiPageWikiLink Mass_spectrometry.
- Bergmann_degradation wikiPageWikiLink Max_Bergmann.
- Bergmann_degradation wikiPageWikiLink N-terminus.
- Bergmann_degradation wikiPageWikiLink Nitrogen.
- Bergmann_degradation wikiPageWikiLink Penicillin.
- Bergmann_degradation wikiPageWikiLink Peptide.
- Bergmann_degradation wikiPageWikiLink Sequencing.
- Bergmann_degradation wikiPageWikiLink Urea.
- Bergmann_degradation wikiPageWikiLink File:Bergmann_Degradation_Reaction_Scheme.png.
- Bergmann_degradation wikiPageWikiLink File:Bergmannfinal.png.
- Bergmann_degradation wikiPageWikiLinkText "Bergmann degradation".
- Bergmann_degradation wikiPageUsesTemplate Template:Reflist.
- 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 hypernym Series.
- Bergmann_degradation type TelevisionShow.
- Bergmann_degradation type Eponym.
- Bergmann_degradation type Reaction.
- 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 sameAs Q3100277.
- Bergmann_degradation sameAs تفكك_بيرغمان.
- Bergmann_degradation sameAs Degradación_de_Bergmann.
- Bergmann_degradation sameAs Bergmann-degradatie.
- Bergmann_degradation sameAs m.03bxync.
- Bergmann_degradation sameAs Q3100277.
- Bergmann_degradation sameAs Bergmann降解反应.
- Bergmann_degradation wasDerivedFrom Bergmann_degradation?oldid=704111703.
- Bergmann_degradation depiction Bergmann_Degradation_Reaction_Scheme.png.
- Bergmann_degradation isPrimaryTopicOf Bergmann_degradation.