title: Beta-replacement reaction of serine-O-carbonate derivatives with thiols catalyzed by a pyridoxal model having an ionophore side-chain.
abstract: Serine-O-carbonate derivatives, including peptides having a serine-O-carbonate residue at the N-terminal position, are catalytically transformed into S-substituted cysteine derivatives employing the pyridoxal model having an ionophore function in the presence of Li+; this is the first artificial model mimicking cystathionine Beta-synthase.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Kazuyuki
authors.initials: K
authors.lastname: Miyashita
authors.forename: Hidenobu
authors.initials: H
authors.lastname: Murafuji
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Iwaki
authors.forename: Eito
authors.initials: E
authors.lastname: Yoshioka
authors.forename: Takeshi
authors.initials: T
authors.lastname: Imanishi
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003541:Cystathionine beta-Synthase / Q000378:metabolism; D003545:Cysteine / Q000737:chemistry; D007476:Ionophores / Q000737:chemistry*; D008094:Lithium; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry; D011730:Pyridoxal / Q000737:chemistry*; D012694:Serine / Q000031:analogs & derivatives* / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D002254:Carbonates; D007476:Ionophores; D010455:Peptides; D013438:Sulfhydryl Compounds; D011730:Pyridoxal; D012694:Serine; D008094:Lithium; D003541:Cystathionine beta-Synthase; D003545:Cysteine