PMID- 30276373 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20181017 LR - 20181017 IS - 1364-548X (Electronic) IS - 1359-7345 (Linking) VI - 54 IP - 83 DP - 2018 Oct 25 TI - Synthesis of selenocysteine-containing cyclic peptides via tandem N-to-S acyl migration and intramolecular selenocysteine-mediated native chemical ligation. PG - 11737-11740 LID - 10.1039/c8cc06805d [doi] AB - Selenocysteine-containing cyclic 8-mer peptides, which were designed to mimic the plausible catalytic tetrad of glutathione peroxidase, were successfully synthesized in one pot via tandem N-to-S acyl migration of N-alkylcysteine (NAC)-containing selenopeptides and intramolecular selenocysteine-mediated native chemical ligation (Sec-NCL) of the generated thioesters. FAU - Shimodaira, Shingo AU - Shimodaira S AD - Department of Chemistry, School of Science, Tokai University, Kitakaname, Hiratsuka-shi, Kanagawa 259-1292, Japan. miwaoka@tokai.ac.jp. FAU - Takei, Toshiki AU - Takei T FAU - Hojo, Hironobu AU - Hojo H FAU - Iwaoka, Michio AU - Iwaoka M LA - eng PT - Journal Article DEP - 20181002 PL - England TA - Chem Commun (Camb) JT - Chemical communications (Cambridge, England) JID - 9610838 EDAT- 2018/10/03 06:00 MHDA- 2018/10/03 06:01 CRDT- 2018/10/03 06:00 PHST- 2018/10/03 06:00 [pubmed] PHST- 2018/10/03 06:01 [medline] PHST- 2018/10/03 06:00 [entrez] AID - 10.1039/c8cc06805d [doi] PST - ppublish SO - Chem Commun (Camb). 2018 Oct 25;54(83):11737-11740. doi: 10.1039/c8cc06805d. Epub 2018 Oct 2.