Synthesis and biological evaluation of an N6-diethylphospholysyl peptide--a model compound with a covalently attached metabolite of an organophosphate pesticide
1994
Paquet, A. | Sarwar, G. | Johns, M.
A model peptide containing N6-diethylphospholysine on an internal position, Ac-Ala-Lys(PO3Et2)Val-OEt, and two nonphosphorylated peptides, Ac-Ala-Lys-Val-OEt and Ac-Tyr-Lys-Val-OEt, were synthesized in high yields and fully characterized by physicochemical constants, HPLC, and NMR and mass spectra. A rat growth study was conducted to determine bioavailability of lysine in the three peptides. A wheat gluten (20%) basal diet, adequate in all nutrients except lysine (0.26%), was supplemented with 0.1% crystalline lysine. Lysine bioavailability was calculated by comparing growth of rats fed the peptide diets with that of rats fed basal plus 0.1% crystalline lysine diet. Values for bioavailability of lysine in Ac-Ala-Lys(PO3Et2)-Val-OEt, Ac-Ala-Lys-Val-OEt, and AcTyr-Lys-Val-OEt were 0, 79, and 95%, respectively.
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