Unraveling the intramolecular cyclization mechanism of oxidized tryptophan in aqueous solution as a function of pH
Author:
Affiliation:
1. Departamento de Química Física y Analítica
2. Universidad de Oviedo
3. 33006 Oviedo
4. Spain
5. Theoretical Chemistry and Biochemistry Group
6. SRSMC
7. Nancy-University CNRS
8. 54506 Vandoeuvre-lès-Nancy Cedex
9. France
Abstract
pH tunes the mechanism of the intramolecular cyclization of 3a-substituted tryptophan derivatives.
Publisher
Royal Society of Chemistry (RSC)
Subject
Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB01193K
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1. Cyclic tautomers of tryptophans and tryptamines—4
2. Template-induced macrocycle diversity through large ring-forming alkylations of tryptophan
3. Direct, enantioselective synthesis of pyrroloindolines and indolines from simple indole derivatives
4. Total Synthesis of (+)-11,11'-Dideoxyverticillin A
5. Mechanistic Insights into the Stereocontrolled Synthesis of Hexahydropyrrolo[2,3-b]indoles by Electrophilic Activation of Tryptophan Derivatives
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