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Efficient asymmetric synthesis of tryptophan analogues having useful photophysical properties.

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.

SUBMITTER: Talukder P

PROVIDER: S-EPMC3955165 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Efficient asymmetric synthesis of tryptophan analogues having useful photophysical properties.

Talukder Poulami P Chen Shengxi S Arce Pablo M PM Hecht Sidney M SM

Organic letters 20140106 2

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. ...[more]

PMID: 24392870

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