The syntheses of [ D ‐Ala 2 , Car 4 , Leu 5 ]‐enkephalin, its amide, and of [ D ‐Ala 2 , Car 4 , Met 5 ]‐enkephalin amide are described in detail. The three compounds show pronounced morphine‐like potencies in certain bio‐assays, and were used to investigate the influence of electronic, steric and hydrophobic properties of the side‐chains of amino acids no. 4 and 5 on opioid activity (see [13]).
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Schwyzer et al. (1981) studied this question.