Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties

Poulami Talukder, Shengxi Chen, Pablo M. Arce, Sidney Hecht

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Two new fluorescent probes of protein structure and dynamics have been prepared by concise asymmetric syntheses using the Schöllkopf chiral auxiliary. The site-specific incorporation of one probe into dihydrofolate reductase is reported. The utility of these tryptophan derivatives lies in their absorption and emission maxima which differ from those of tryptophan, as well as in their large Stokes shifts and high molar absorptivities.

Original languageEnglish (US)
Pages (from-to)556-559
Number of pages4
JournalOrganic Letters
Volume16
Issue number2
DOIs
StatePublished - 2014

Fingerprint

tryptophan
Tryptophan
analogs
Tetrahydrofolate Dehydrogenase
probes
synthesis
Fluorescent Dyes
absorptivity
Derivatives
proteins
shift
Proteins

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties. / Talukder, Poulami; Chen, Shengxi; Arce, Pablo M.; Hecht, Sidney.

In: Organic Letters, Vol. 16, No. 2, 2014, p. 556-559.

Research output: Contribution to journalArticle

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