Acetylcarnitine and cholinergic receptors.

Abstract:

:Acetylcarnitine, a naturally occurring compound found in high concentration in heart and skeletal muscle of vertebrates, bears structural resemblance to acetylcholine, and studies have shown that it has slight cholinergic properties. Acetylcarnitine was subjected to conformational analysis by extended Hückel theory (EHT) and complete neglect of differential overlap (CNDO/2) molecular orbital methods. The preferred conformations were examined with respect to their similarity to the Kier and Chothia-Pauling models of cholinergic receptor patterns. The preferred conformations of both isomers did not fit the receptor pattern described by Kier's model, although energy barriers to rotation are low enough to permit accommodation. The Chothia-Pauling model predicts activity for the S-isomer only. These studies partially explain the low cholinergic activity found for acetylcarnitine and the higher activity of (S)-acetylcarnitine compared to the R-isomer.

journal_name

J Pharm Sci

authors

Reed KW,Murray WJ,Roche EB

doi

10.1002/jps.2600690921

subject

Has Abstract

pub_date

1980-09-01 00:00:00

pages

1065-8

issue

9

eissn

0022-3549

issn

1520-6017

pii

S0022-3549(15)43390-8

journal_volume

69

pub_type

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