Carboxypeptidase A catalyzed .alpha.,.beta.-elimination reactions: rapid catalysis of .alpha.,.beta.-elimination of hydrogen chloride from .beta.-chloro ketone substrates

1986 ◽  
Vol 108 (10) ◽  
pp. 2710-2715 ◽  
Author(s):  
Nashaat T. Nashed ◽  
E. T. Kaiser
Keyword(s):  
Hydrogen Chloride ◽  
Carboxypeptidase A ◽  
Beta Elimination ◽  
Alpha Beta ◽  
Elimination Reactions

Oxidative modifications of cellulose in the periodate system – Reduction and beta-elimination reactions

Holzforschung ◽  
2008 ◽  
pp. 090313094857030-- ◽  
Author(s):  
Antje Potthast ◽  
Sonja Schiehser ◽  
Thomas Rosenau ◽  
Mirjana Kostic
Keyword(s):  
System Reduction ◽  
Oxidative Modifications ◽  
Beta Elimination ◽  
Elimination Reactions

scholarly journals Rapid and selective modification of phosphoserine residues catalysed by Ba2+ ions for their detection during peptide microsequencing

1991 ◽  
Vol 280 (1) ◽  
pp. 261-265 ◽  
Author(s):  
M F Byford
Keyword(s):  
Amino Acid ◽  
Sequence Analysis ◽  
Metal Ions ◽  
Ion Concentration ◽  
Thiol Groups ◽  
Disulphide Bonds ◽  
Rate Of Reaction ◽  
Alkaline Conditions ◽  
Beta Elimination ◽  
Alpha Beta

The beta-elimination of phosphoserine residues by dilute alkali is catalysed by the presence of group II metal ions. The use of 0.1 M-Ba (OH)2 catalysed the rate of beta-elimination of phosphoserine by more than two orders of magnitude compared with the use of NaOH at the same OH-ion concentration. Serine and threonine residues are unaffected by this treatment. Free thiol groups and disulphide bonds are labile to these conditions, but carboxymethylcysteine is stable. The rate of beta-elimination of O-glycosidically linked moieties is not catalysed under these conditions, and the rate of reaction is thus two orders of magnitude slower than for phosphoserine. This specific catalysis was readily exploited in the rapid and selective modification of phosphoserine residues under mildly alkaline conditions with the nucleophile methylamine via the alpha beta-desaturated dehydroalanine intermediate to yield the beta-methylaminoalanine residue. This modified residue could be easily detected on sequence analysis and in amino acid compositions.

.alpha.'.beta. Elimination of carbanions derived from thioethers

1979 ◽  
Vol 101 (12) ◽  
pp. 3283-3288 ◽  
Author(s):  
Jean Francois Biellmann ◽  
Hugues d'Orchymont ◽  
Jean Louis Schmitt
Keyword(s):  
Beta Elimination ◽  
Alpha Beta
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