Enzymatic synthesis of dehydroderivatives from proline-containing cyclic dipeptides and their effects toward cell division.
We have previously isolated cyclo(L-Pro-L-Tyr) and cyclo(L-Phe-L-Pro) from an actinomycete by a novel enzymatic conversion-guided method. Their tetradehydro derivatives, cyclo(DeltaPro-DeltaTyr) and cyclo(DeltaPhe-DeltaPro), were enzymatically prepared. Neither of them inhibited cell division, in contrast to other tetradehydro cyclic dipeptides prepared previously. This result suggests that an NH proton in a diketopiperazine ring and/or conformation of the compound are important for the activity.
Arunrattiyakorn
Panarat
P
Laboratory of Bioresources Chemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima-naku, Okayama, Japan.
Ikeda
Banri
B
Nitoda
Teruhiko
T
Kanzaki
Hiroshi
H
D000818:Animals; D001426:Bacterial Proteins / Q000378:metabolism; D002455:Cell Division / Q000187:drug effects*; D054659:Diketopiperazines; D004151:Dipeptides / Q000138:chemical synthesis / Q000494:pharmacology*; D066298:In Vitro Techniques; D010063:Ovum / Q000187:drug effects; D010088:Oxidoreductases / Q000378:metabolism*; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000494:pharmacology*; D010879:Piperazines / Q000737:chemistry; D011392:Proline / Q000494:pharmacology*; D011522:Protons; D012617:Sea Urchins / Q000166:cytology
D001426:Bacterial Proteins; D054659:Diketopiperazines; D004151:Dipeptides; D010456:Peptides, Cyclic; D010879:Piperazines; D011522:Protons; D011392:Proline; D010088:Oxidoreductases