Synthesis and 19F spectra of tetra-L-alanine analogs containing selectively incorporated 3-fluoro-L-alanine residues.

A. K. Mitra, I. Ostashevsky, Curtis F. Brewer

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The synthesis of analogs of tetra-L-alanine containing 3-fluoro-L-alanine selectively incorporated at each position is described. The standard procedures in the literature used to couple L-alanine peptides together were often found to lead to undesired products, or elimination reactions when corresponding 3-fluoro-L-alanine peptide analogs were used. Several modified procedures have thus been developed for the synthesis of fluorine-substituted analogs. In addition, the pH-dependence of 19F n.m.r. spectra of 3-fluoro-L-alanine and the tetrapeptide analogs is presented.

Original languageEnglish (US)
Pages (from-to)495-501
Number of pages7
JournalInternational Journal of Peptide and Protein Research
Volume22
Issue number4
StatePublished - Oct 1983

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Alanine
Peptides
Fluorine
alanyl-alanyl-alanyl-alanine

ASJC Scopus subject areas

  • Biochemistry

Cite this

Synthesis and 19F spectra of tetra-L-alanine analogs containing selectively incorporated 3-fluoro-L-alanine residues. / Mitra, A. K.; Ostashevsky, I.; Brewer, Curtis F.

In: International Journal of Peptide and Protein Research, Vol. 22, No. 4, 10.1983, p. 495-501.

Research output: Contribution to journalArticle

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