Show simple item record

dc.contributor.authorCorr, M J
dc.contributor.authorSharma, S V
dc.contributor.authorPubill-Ulldemolins, C
dc.contributor.authorBown, R T
dc.contributor.authorPoirot, P
dc.contributor.authorSmith, D R M
dc.contributor.authorCartmell, C
dc.contributor.authorAbou Fayad, A
dc.contributor.authorGoss, R J M
dc.date.accessioned2018-01-02T09:25:10Z
dc.date.available2018-01-02T09:25:10Z
dc.date.issued2017-03-01
dc.identifier.citationSonogashira diversification of unprotected halotryptophans, halotryptophan containing tripeptides; and generation of a new to nature bromo-natural product and its diversification in water. 2017, 8 (3):2039-2046 Chem Scien
dc.identifier.issn2041-6520
dc.identifier.pmid28451322
dc.identifier.doi10.1039/c6sc04423a
dc.identifier.urihttp://hdl.handle.net/10033/621215
dc.description.abstractThe blending together of synthetic chemistry with natural product biosynthesis represents a potentially powerful approach to synthesis; to enable this, further synthetic tools and methodologies are needed. To this end, we have explored the first Sonogashira cross-coupling to halotryptophans in water. Broad reaction scope is demonstrated and we have explored the limits of the scope of the reaction. We have demonstrated this methodology to work excellently in the modification of model tripeptides. Furthermore, through precursor directed biosynthesis, we have generated for the first time a new to nature brominated natural product bromo-cystargamide, and demonstrated the applicability of our reaction conditions to modify this novel metabolite.
dc.language.isoenen
dc.relationinfo:eu-repo/grantAgreement/EC/FP7/614779en
dc.rightsopenAccessen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.titleSonogashira diversification of unprotected halotryptophans, halotryptophan containing tripeptides; and generation of a new to nature bromo-natural product and its diversification in water.en
dc.typeArticleen
dc.contributor.departmentHel,holtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr.7, 38124 Braunschweig, Germany.en
dc.identifier.journalChemical scienceen
refterms.dateFOA2018-06-13T05:28:03Z
html.description.abstractThe blending together of synthetic chemistry with natural product biosynthesis represents a potentially powerful approach to synthesis; to enable this, further synthetic tools and methodologies are needed. To this end, we have explored the first Sonogashira cross-coupling to halotryptophans in water. Broad reaction scope is demonstrated and we have explored the limits of the scope of the reaction. We have demonstrated this methodology to work excellently in the modification of model tripeptides. Furthermore, through precursor directed biosynthesis, we have generated for the first time a new to nature brominated natural product bromo-cystargamide, and demonstrated the applicability of our reaction conditions to modify this novel metabolite.


Files in this item

Thumbnail
Name:
Corr et al.pdf
Size:
565.0Kb
Format:
PDF
Description:
Open Access publication

This item appears in the following Collection(s)

Show simple item record

openAccess
Except where otherwise noted, this item's license is described as openAccess