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Effect of N-methylation over the hydrolytic stability and fluorescence of betalainic probes

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Author(s):
Renan Rodini Mattioli
Total Authors: 1
Document type: Master's Dissertation
Press: São Paulo.
Institution: Universidade de São Paulo (USP). Conjunto das Químicas (IQ e FCF) (CQ/DBDCQ)
Defense date:
Examining board members:
Erick Leite Bastos; Fernando Heering Bartoloni; Ernani Pinto
Advisor: Erick Leite Bastos
Abstract

Betalains are plant pigments found in some species of fluorescent flowers. Betalains derived from primary aminocoumarins (cBeets) and carbostyril 124 (csBeets124) were developed in our research group to be used as fluorescent cell probes. This dissertation shows the effect of the methylation at the imine portion from cBeets and csBeet124 on their hydrolitic kinetics and photophysical properties. The four N-methylated derivatives were semisynthesized from the coupling between betalamic acid and the secondary amines within 15 − 60% yields. N-methylation at the iminic portion of betalains resulted in a hydrolytic stability increase of about 20-fold without affecting drastically their absorption and fluorescence profiles or fluorescence quantum yield. The results obtained are important to increase the knowledgement about the relationships between structure and properties of betalains in aqueous solution (AU)

FAPESP's process: 17/20133-6 - Effect of N-methylation over the hydrolytic stability and fluorescence of betalainic probes
Grantee:Renan Rodini Mattioli
Support Opportunities: Scholarships in Brazil - Master