Synthesis and conformational properties of poly(N4‐1‐phenylethyl‐L‐asparagines)

Yun Chen, Shin‐Shing ‐S Jung, Jenn Hwa Wang

Research output: Contribution to journalArticle

Abstract

Poly(N4‐1‐phenylethyl‐L‐asparagines) (1a, 1b, and 1c) containing DL‐, (R)‐, and (S)‐ side group chirality were prepared by aminolysis of poly(β‐methyl‐L‐aspartate) (PMLA) with DL‐, (R)‐ (+)‐, and (S)‐ (−)‐1‐phenylethylamine, respectively. The PMLA was synthesized by ring‐opening polymerization of β‐methyl‐L‐aspartate‐N‐carboxy anhydride (NCA) using triethylamine as initiator. The conformations of these polypeptides in the film state were investigated by IR and circular dichroic spectra. The PMLA, 1a, and 1b exist mainly in β‐sheet conformation, while 1c forms α‐helix that is induced by the (S)‐chirality of the side groups. © 1993 John Wiley & Sons, Inc.

Original languageEnglish
Pages (from-to)1303-1308
Number of pages6
JournalJournal of Applied Polymer Science
Volume47
Issue number7
DOIs
Publication statusPublished - 1993 Jan 1

Fingerprint

Chirality
Conformations
Anhydrides
Polypeptides
Polymerization
Peptides
triethylamine

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Chen, Yun ; Jung, Shin‐Shing ‐S ; Wang, Jenn Hwa. / Synthesis and conformational properties of poly(N4‐1‐phenylethyl‐L‐asparagines). In: Journal of Applied Polymer Science. 1993 ; Vol. 47, No. 7. pp. 1303-1308.
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Synthesis and conformational properties of poly(N4‐1‐phenylethyl‐L‐asparagines). / Chen, Yun; Jung, Shin‐Shing ‐S; Wang, Jenn Hwa.

In: Journal of Applied Polymer Science, Vol. 47, No. 7, 01.01.1993, p. 1303-1308.

Research output: Contribution to journalArticle

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AU - Jung, Shin‐Shing ‐S

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N2 - Poly(N4‐1‐phenylethyl‐L‐asparagines) (1a, 1b, and 1c) containing DL‐, (R)‐, and (S)‐ side group chirality were prepared by aminolysis of poly(β‐methyl‐L‐aspartate) (PMLA) with DL‐, (R)‐ (+)‐, and (S)‐ (−)‐1‐phenylethylamine, respectively. The PMLA was synthesized by ring‐opening polymerization of β‐methyl‐L‐aspartate‐N‐carboxy anhydride (NCA) using triethylamine as initiator. The conformations of these polypeptides in the film state were investigated by IR and circular dichroic spectra. The PMLA, 1a, and 1b exist mainly in β‐sheet conformation, while 1c forms α‐helix that is induced by the (S)‐chirality of the side groups. © 1993 John Wiley & Sons, Inc.

AB - Poly(N4‐1‐phenylethyl‐L‐asparagines) (1a, 1b, and 1c) containing DL‐, (R)‐, and (S)‐ side group chirality were prepared by aminolysis of poly(β‐methyl‐L‐aspartate) (PMLA) with DL‐, (R)‐ (+)‐, and (S)‐ (−)‐1‐phenylethylamine, respectively. The PMLA was synthesized by ring‐opening polymerization of β‐methyl‐L‐aspartate‐N‐carboxy anhydride (NCA) using triethylamine as initiator. The conformations of these polypeptides in the film state were investigated by IR and circular dichroic spectra. The PMLA, 1a, and 1b exist mainly in β‐sheet conformation, while 1c forms α‐helix that is induced by the (S)‐chirality of the side groups. © 1993 John Wiley & Sons, Inc.

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