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DOPA-containing polypeptides. I. Improved synthesis of high-molecular-weight poly(L-DOPA) and water-soluble copolypeptides

✍ Scribed by W. D. Fuller; M. S. Verlander; M. Goodman


Publisher
Wiley (John Wiley & Sons)
Year
1978
Tongue
English
Weight
272 KB
Volume
17
Category
Article
ISSN
0006-3525

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✦ Synopsis


DOPA-Containing Polypeptides. I. Improved Synthesis o f High-Molecular-Weight Poly( L-DOPA) and Water-Soluble Copolypep tides

Despite considerable interest in the pharmacological properties of L-DOPA (3,4-dihydroxy-1,-phenylalanine), the synthesis of polypeptides containing the optically active form ofthis amino acid has only recently been reported in the literature.';' These polymers are interesting for many reasons, including their conformational properties in solution in relation to poly(L-tyrosine), their pharmacological properties, their immunochemical properties, and their properties as metal-chelating and redox polymers.

T h e synthesis of polymers of 2,5-dihydroxy-~i,-phenylalanine, and also of polymers of IL-DOPA, was reported:' as early as 1957 for the purpose of investigating the catalytic and reagent properties of the polyquinones derived from these polymers. More recently, several dipeptides were synthesized with DI..-DOPA, in both the C-and N-terminal positions,"-" although these syntheses were accomplished without protection of the aromatic hydroxyl groups. Felix et aL7 prepared a series of di-and tripeptides of [.-DOPA via the fully protected tri-