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Chem Commun (Camb) ; 50(48): 6309-11, 2014 Jun 18.
Article in English | MEDLINE | ID: mdl-24663147

ABSTRACT

The first representative of functionalized fluoroalkyl phthalocyanines, F48H7(COOH)PcZn, is reported. The complex generates (1)O2 affording long-lasting photooxidation of an external substrate without self-decomposition. The carboxylic group couples with an antisense oligonucleotide targeting GRP78 oncogenes, resulting in the F48H7PcZn-cancer targeting oligonucleotide (CTO). The bioconjugated fluorophthalocyanine effectively hybridizes complementary GRP78 DNA and mRNA sequences. Piperidine cleavage assays reveal desired photochemical oligonucleotide oxidative degradation for both F48H7PcZn-CTO:DNA and F48H7PcZn-CTO:mRNA hybrids. This new materials strategy could be extended to other functional fluorinated phthalocyanines-antisense oligonucleotide combinations for long-lasting oncogene-targeting photodynamic therapy.


Subject(s)
Heat-Shock Proteins/chemistry , Indoles/chemistry , Oligonucleotides/chemistry , Organometallic Compounds/chemistry , Endoplasmic Reticulum Chaperone BiP , Heat-Shock Proteins/genetics , Humans , Isoindoles , Molecular Structure , Organometallic Compounds/chemical synthesis , Photochemical Processes
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