ISSN:
1434-193X
Keywords:
Dicarboxylic amino acids
;
Amidation reactions
;
Candida antarctica lipase
;
Enzyme catalysis
;
Regioselectivity
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Diethyl esters of both (R)- and (S)-N-blocked α-aminoadipic and α-aminopimelic acids yield exclusively the ω-monoamide when they are subjected to amidation catalysed by the lipase B of Candida antarctica in anhydrous diisopropyl ether. These results are in contrast to the α-monoamide yielded by the equivalent L-glutamic derivatives under the same experimental conditions. These results show that the length of the side chain plays a crucial role in the regioselectivity of the reaction.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
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