title: Chemically robust fluoroalkyl phthalocyanine-oligonucleotide bioconjugates and their GRP78 oncogene photocleavage activity.
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.
authors.affiliation: Department of Chemistry and Biochemistry, Seton Hall University, South Orange, NJ 07079, USA. sergiu.gorun@shu.edu david.sabatino@shu.edu.
authors.forename: Pradeepkumar
authors.initials: P
authors.lastname: Patel
authors.forename: Hemantbhai H
authors.initials: HH
authors.lastname: Patel
authors.forename: Emily
authors.initials: E
authors.lastname: Borland
authors.forename: Sergiu M
authors.initials: SM
authors.lastname: Gorun
authors.forename: David
authors.initials: D
authors.lastname: Sabatino
mesh_terms: D000091342:Endoplasmic Reticulum Chaperone BiP; D006360:Heat-Shock Proteins / Q000737:chemistry* / Q000235:genetics; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D015394:Molecular Structure; D009841:Oligonucleotides / Q000737:chemistry*; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D055668:Photochemical Processes
chemical_list: D000091342:Endoplasmic Reticulum Chaperone BiP; C000717247:HSPA5 protein, human; D006360:Heat-Shock Proteins; D007211:Indoles; D054833:Isoindoles; D009841:Oligonucleotides; D009942:Organometallic Compounds; C013647:phthalocyanine