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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis of a Tyr-Tyr Peptide Library and Fluorescence of the Stilbenyl Derivatives

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Author(s):
Vasconcelos, Stanley N. S. ; Beltran Rodrigues, Ana Clara ; Bastos, Erick Leite ; Stefani, Helio A.
Total Authors: 4
Document type: Journal article
Source: CHEMISTRYSELECT; v. 1, n. 6, p. 1287-1291, MAY 1 2016.
Web of Science Citations: 3
Abstract

An expeditious ultrasound-assisted synthesis of a tyrosine-tyrosine peptide library is presented. Dipeptide synthesis and functionalization, via Suzuki-Miyaura or Sonogashira cross-coupling reactions, was carried out and led to sixteen extended conjugation derivatives in moderate to good yields. Both o-hydroxy- and o-methoxy-trans-stilbenyl-Tyr-Tyr peptides emit blue fluorescence when irradiated with ultraviolet light. The fluorescence quantum yield of solutions of these peptides in methanol, acetonitrile or THF was 0.20 +/- 0.05. Quantum chemical calculations the Time-Dependent Density Functional Theory (TDDFT) level suggests that, for both peptides, emission originates from the stilbene core. (AU)

FAPESP's process: 12/00424-2 - Synthesis of small libraries using potassium Organotrifluoroborates in Suzuki-Miyaura reactions
Grantee:Helio Alexandre Stefani
Support type: Research Projects - Thematic Grants
FAPESP's process: 14/14866-2 - Intermolecular interactions involving betalains
Grantee:Erick Leite Bastos
Support type: Regular Research Grants
FAPESP's process: 13/17960-7 - Functionalization of 3-iodo-(L)-Tyrosine via Suzuki-Miyaura reaction using potassium organotrifluoroborate salts
Grantee:Stanley Nunes Siqueira Vasconcelos
Support type: Scholarships in Brazil - Doctorate