ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Five pentapeptides with the amino acid sequence L-tyrosyl-D-alanyl-glycyl-L-p-nitrophenylalanyl-X, wherein X = L-leucine, L-leucine amide, L-methionine amide, L-1-adamantylalanine amide, and L-neopentylglycine amide were prepared by chemical synthesis in solution and characterized chemically and physically. The effect of the incorporation of the unnatural amino acids adamantylalanine and neopentylglycine, ‘fat’-analogues of leucine and methionine, on the inhibition of electrically evoked contractions of the myenteric plexus-longitudinal muscle preparation from guinea pig ileum was studied. Their activities relative to the peptides with X = Leu · OH, Leu-NH2, and Met-NH2 (X = Neo-NH2 is particularly potent) are discussed in terms of hydrophobic and steric factors, and resistance towards enzymic degradation.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19810640714
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