Beta-replacement reaction of serine-O-carbonate derivatives with thiols catalyzed by a pyridoxal model having an ionophore side-chain.
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.
Miyashita
Kazuyuki
K
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
Murafuji
Hidenobu
H
Iwaki
Hiroshi
H
Yoshioka
Eito
E
Imanishi
Takeshi
T
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*
D002254:Carbonates; D007476:Ionophores; D010455:Peptides; D013438:Sulfhydryl Compounds; D011730:Pyridoxal; D012694:Serine; D008094:Lithium; D003541:Cystathionine beta-Synthase; D003545:Cysteine