P111
Synthesis of novel chiral amino acids possessing a porphyrin moiety
Hitoshi Tamiaki
and Motoki Onishi
Ritsumeikan Univ.
Polypeptides can be used as molecular framework to construct in vitro molecular receptors and devices. Two strategies are in the construction of such functional polypeptides; (1) introduction of chromophores to the residue through an amide, ester or disulfide bond and (2) preparation of polypeptides by use of unnatural amino acids possessing several chromophores. In the latter, a variety of chiral unnatural amino acids have been synthesized. Here, we synthesized novel chiral amino acids possessing a porphyrin moiety. These compounds are composed of phenylalanine- and phenylglycine-porphyrin units; the phenyl groups of phenylalanine and phenylglycine were directly C-C bonded with a porphyrin moiety at the meso position. These unnatural amino acids can be tightly fixed a porphyrin moiety to the polypeptide chain.
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