Structural biochemistry. VI. Synthesis of 2′-(l-prolyl-l-prolyl)emetine
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Synthesis of macrocyclic analogues of the neuroprotective agent glycyl-L-prolyl-L-glutamic acid (GPE).
The syntheses of seven macrocyclic analogues of the neuroprotective tripeptide glycyl-L-prolyl-L-glutamic acid (GPE) are described. Macrocycles 6 and 7 mimic the cis conformer of GPE whereas macrocycles 2-5, 8, and 9 mimic the trans conformer of GPE. The macrocyclic peptides of well-defined geometry were prepared via Grubbs ring closing metathesis of an appropriate diene precursor. In turn each...
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NMR and organocatalytic studies of four dipeptides derived from L-proline are described. Results indicate that important conformational changes around the catalytic L-proline moiety are observed for free dipeptides upon changing the adjacent amino acid. Also, an aggregation process is detected as the concentration increases. The self-association of the dipeptides has been fitted to a cooperativ...
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1967
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v67-261