Skip to content

Research at St Andrews

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

Research output: Research - peer-reviewArticle

DOI

Open Access permissions

Open

Author(s)

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

School/Research organisations

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 These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for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.
Close

Details

Original languageEnglish
Pages (from-to)7306-7310
Number of pages5
JournalTetrahedron
Volume72
Issue number46
Early online date9 Feb 2016
DOIs
StatePublished - 17 Nov 2016

    Research areas

  • Biotransformation, Dihalotryptophan, Alkynyltryptophan, Tryptophan synthase

Discover related content
Find related publications, people, projects and more using interactive charts.

View graph of relations

Related by author

  1. Halogenases: powerful tools for biocatalysis (mechanisms applications and scope)

    Gkotsi, D. S., Dhaliwal, J., McLachlan, M. M. W., Mulholand, K. R. & Goss, R. J. M. Apr 2018 In : Current Opinion in Chemical Biology. 43, p. 119-126 8 p.

    Research output: Research - peer-reviewReview article

  2. Bromotryptophans and their incorporation in cyclic and bicyclic privileged peptides

    García-Pindado, J., Willemse, T., Goss, R., Maes, B. U. W., Giralt, E., Ballet, S. & Teixidó, M. 12 Mar 2018 In : Biopolymers. Early View

    Research output: Research - peer-reviewArticle

  3. Pac13 is a small, monomeric dehydratase that mediates the formation of the 3′-deoxy nucleoside of pacidamycins

    Michailidou, F., Chung, C., Brown, M. J. B., Bent, A. F., Naismith, J. H., Leavens, W. J., Lynn, S. M., Sharma, S. V. & Goss, R. J. M. 2 Oct 2017 In : Angewandte Chemie International Edition. 56, 41, p. 12492-12497

    Research output: Research - peer-reviewArticle

  4. Living GenoChemetics by hyphenating synthetic biology and synthetic chemistry in vivo

    Sharma, S. V., Tong, X., Pubill-Ulldemolins, C., Cartmell, C., Bogosyan, E. J. A., Rackham, E. J., Marelli, E., Hamed, R. B. & Goss, R. J. M. 9 Aug 2017 In : Nature Communications. 8, 10 p., 229

    Research output: Research - peer-reviewArticle

  5. A translational synthetic biology platform for rapid access to gram-scale quantities of novel drug-like molecules

    Reed, J., Stephenson, M. J., Miettinen, K., Brouwer, B., Leveau, A., Brett, P., Goss, R. J. M., Goossens, A., O’Connell, M. A. & Osbourn, A. Jul 2017 In : Metabolic Engineering. 42, p. 185-193 9 p.

    Research output: Research - peer-reviewArticle

Related by journal

  1. Polycyclic ethers and an unexpected dearomatisation reaction during studies towards the bioactive alkaloid, perophoramidine

    Johnston, C. A., Wilkie, R. P., Krauss, H., Neal, A. R., Slawin, A. M. Z., Lebl, T. & Westwood, N. J. 28 Apr 2018 In : Tetrahedron. In press

    Research output: Research - peer-reviewArticle

  2. Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanine

    D'Hollander, A. C. A. & Westwood, N. J. 11 Jan 2018 In : Tetrahedron. 74, 2, p. 224-239

    Research output: Research - peer-reviewArticle

  3. The value of 2JP–CO as a diagnostic parameter for the structure and thermal reactivity of carbonyl-stablised phosphonium ylides

    Aitken, R. A., Boubalouta, Y., Chang, D., Cleghorn, L. P., Gray, I. P., Karodia, N., Reid, E. J. & Slawin, A. M. Z. 2 Nov 2017 In : Tetrahedron. 73, 44, p. 6275-6285 11 p.

    Research output: Research - peer-reviewArticle

  4. Isothiourea-catalysed chemo- and enantioselective [2,3]-sigmatropic rearrangements of N,N-diallyl allylic ammonium ylides

    West, T. H., Spoehrle, S. S. M. & Smith, A. D. 20 Jul 2017 In : Tetrahedron. 73, 29, p. 4138-4149 12 p.

    Research output: Research - peer-reviewArticle

Related by journal

  1. Tetrahedron (Journal)

    Stuart John Conway (Editor)
    2007 → …

    Activity: Publication peer-review and editorial workEditor of research journal

ID: 240813230