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Synthesis and conformational study of poly(0,0′-dicarbobenzoxy-L-β-3,4-dihydroxyphenyl-α-alanine)

✍ Scribed by Hiroyuki Yamamoto; Tadao Hayakawa


Publisher
Wiley (John Wiley & Sons)
Year
1977
Tongue
English
Weight
618 KB
Volume
16
Category
Article
ISSN
0006-3525

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✦ Synopsis


Abstract

High‐molecular‐weight poly(0,0′‐dicarbobenzoxy‐L‐β‐3,4‐dihydroxyphenyl‐α‐alanine) was prepared by the N‐carboxyanhydride method. From the results obtained by a study of the optical rotation, nuclear magnetic resonance, and solution infrared absorption, the conformation of poly(0,0′‐dicarbobenzoxy‐L‐β‐3,4‐dihydroxyphenyl‐α‐alanine) depended greatly on the solvent taking a right‐handed helix with [θ]~225~ = −13,600 ∼ −18,900 in alkyl halides, a left‐handed helix with [θ]~228~ = 22,100 ∼ 24,800 in cyclic ethers or trimethylphosphate, and a random coil structure in dichloroacetic acid, trifluoroacetic acid, or hexafluoroacetone sesquihydrate. The polypeptide underwent a right‐handed helix‐coil transition in chloroform/dichloroacetic acid (or trifluoroacetic acid) mixed solvents and a left‐handed helix‐coil transition in dioxane/dichloroacetic acid (or trifluoroacetic acid) mixed solvents. The results were compared with those of poly(0‐carbobenzoxy‐L‐tyrosine).


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