Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties

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

doi:10.1021/ol403429e

Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties

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

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

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 language	English (US)
Pages (from-to)	556-559
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	2
DOIs	https://doi.org/10.1021/ol403429e
State	Published - Jan 17 2014

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol403429e

Cite this

@article{2973f855a3374576bf0e0d7d46e5a8a1,

title = "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 Sch{\"o}llkopf 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.",

author = "Poulami Talukder and Shengxi Chen and Arce, {Pablo M.} and Sidney Hecht",

year = "2014",

month = jan,

day = "17",

doi = "10.1021/ol403429e",

language = "English (US)",

volume = "16",

pages = "556--559",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties

AU - Talukder, Poulami

AU - Chen, Shengxi

AU - Arce, Pablo M.

AU - Hecht, Sidney

PY - 2014/1/17

Y1 - 2014/1/17

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=84896796977&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84896796977&partnerID=8YFLogxK

U2 - 10.1021/ol403429e

DO - 10.1021/ol403429e

M3 - Article

C2 - 24392870

AN - SCOPUS:84896796977

SN - 1523-7060

VL - 16

SP - 556

EP - 559

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Efficient asymmetric synthesis of Tryptophan Analogues having useful Photophysical properties

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this