One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase

Michael J. Corr; Duncan R. M. Smith; Rebecca J. M. Goss

doi:10.1016/j.tet.2016.02.016

One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase

Michael J. Corr, Duncan R. M. Smith, Rebecca J. M. Goss

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

Abstract

We report, for the first time, the use of tryptophan synthase in the generation of L- dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis.

Original language	English
Pages (from-to)	7306-7310
Number of pages	5
Journal	Tetrahedron
Volume	72
Issue number	46
Early online date	9 Feb 2016
DOIs	https://doi.org/10.1016/j.tet.2016.02.016
Publication status	Published - 17 Nov 2016

Keywords

Biotransformation
Dihalotryptophan
Alkynyltryptophan
Tryptophan synthase

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10.1016/j.tet.2016.02.016

Goss Tet manuscript inc experimental tracked revision
Copyright 2016 Elsevier Ltd. All rights reserved. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at http://dx.doi.org/10.1016/j.tet.2016.02.016
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@article{d84faeb55b98462fa08af5f228a0689b,

title = "One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase",

abstract = "We report, for the first time, the use of tryptophan synthase in the generation of L- dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis.",

keywords = "Biotransformation, Dihalotryptophan, Alkynyltryptophan, Tryptophan synthase",

author = "Corr, \{Michael J.\} and Smith, \{Duncan R. M.\} and Goss, \{Rebecca J. M.\}",

note = "The authors thank the European Research Council under the European Union{\textquoteright}s Seventh Framework Programme (FP7/2007-2013/ERC grant agreement no 614779, and the University of St Andrews for a studentship (to D. R. M. Smith). ",

year = "2016",

month = nov,

day = "17",

doi = "10.1016/j.tet.2016.02.016",

language = "English",

volume = "72",

pages = "7306--7310",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "46",

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TY - JOUR

T1 - One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase

AU - Corr, Michael J.

AU - Smith, Duncan R. M.

AU - Goss, Rebecca J. M.

N1 - The authors thank the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013/ERC grant agreement no 614779, and the University of St Andrews for a studentship (to D. R. M. Smith).

PY - 2016/11/17

Y1 - 2016/11/17

N2 - We report, for the first time, the use of tryptophan synthase in the generation of L- dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis.

AB - We report, for the first time, the use of tryptophan synthase in the generation of L- dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis.

KW - Biotransformation

KW - Dihalotryptophan

KW - Alkynyltryptophan

KW - Tryptophan synthase

UR - http://www.sciencedirect.com/science/article/pii/S0040402016300795#appd001

UR - https://www.scopus.com/pages/publications/84975745483

U2 - 10.1016/j.tet.2016.02.016

DO - 10.1016/j.tet.2016.02.016

M3 - Article

SN - 0040-4020

VL - 72

SP - 7306

EP - 7310

JO - Tetrahedron

JF - Tetrahedron

IS - 46

ER -

One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase

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Keywords

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GCGXC: EU FP7 ERC Consolidator Grant 2013 GCGXC

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One-pot access to L-5,6-dihalotryptophans and L-alknyltryptophans using tryptophan synthase

Abstract

Keywords

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GCGXC: EU FP7 ERC Consolidator Grant 2013 GCGXC

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