biostudies-literatureUnknown10(49)Okita HStereoselective and efficient synthesis of Gly-Gly-type (<i>E</i>)-methylalkene and (<i>Z</i>)-chloroalkene dipeptide isosteres is realized by organocuprate-mediated single electron transfer reduction. The synthetic isosteres can be used in Fmoc-based solid phase peptide synthesis, resulting in the preparation of the 14-mer RGG peptidomimetics containing an (<i>E</i>)-methylalkene or a (<i>Z</i>)-chloroalkene unit.RSC advances29373-29377https://www.ebi.ac.uk/biostudies/studies/S-EPMC9055925biostudies-literatureStereoselective synthesis of Gly-Gly-type (<i>E</i>)-methylalkene and (<i>Z</i>)-chloroalkene dipeptide isosteres and their application to 14-mer RGG peptidomimetics.PMC9055925Okita HKato YNarumi TMase NMasuzawa TArai KSato KOyoshi TTakeo SfalseStereoselective synthesis of Gly-Gly-type (<i>E</i>)-methylalkene and (<i>Z</i>)-chloroalkene dipeptide isosteres and their application to 14-mer RGG peptidomimetics.Stereoselective and efficient synthesis of Gly-Gly-type (<i>E</i>)-methylalkene and (<i>Z</i>)-chloroalkene dipeptide isosteres is realized by organocuprate-mediated single electron transfer reduction. The synthetic isosteres can be used in Fmoc-based solid phase peptide synthesis, resulting in the preparation of the 14-mer RGG peptidomimetics containing an (<i>E</i>)-methylalkene or a (<i>Z</i>)-chloroalkene unit.2020-01-01T00:00:00Z2020 Aug2025-04-06T19:45:22.57Z2025-04-06T19:45:22.57ZS-EPMC90559253552111610.1039/d0ra06554d