A water-soluble cationic porphyrin showing pH-dependent G-quadruplex recognition specificity and DNA photocleavage activity

RSC Advances ◽  
2015 ◽  
Vol 5 (59) ◽  
pp. 47709-47717 ◽  
Author(s):  
Ting Zhao ◽  
Ya-Ling Wang ◽  
Li-Na Zhu ◽  
Yan-Fang Huo ◽  
Yong-Jian Wang ◽  
...  
Keyword(s):  
Water Soluble ◽  
Duplex Dna ◽  
Dna Photocleavage ◽  
Cationic Porphyrin ◽  
Recognition Specificity ◽  
G Quadruplex ◽  
Ph Dependent

A new water-soluble cationic porphyrin was synthesized. It shows pH-dependent G-quadruplex recognition specificity against duplex DNA, pH-dependent photocleavage activity towards duplex DNA and pH-dependent phototoxicity to cells.

Water soluble cationic porphyrin TMPipEOPP-induced G-quadruplex and double-stranded DNA photocleavage and cell phototoxicity

RSC Advances ◽  
2016 ◽  
Vol 6 (16) ◽  
pp. 13080-13087 ◽  
Author(s):  
Li-Na Zhu ◽  
Shan Shi ◽  
Lin Yang ◽  
Min Zhang ◽  
Ke-Ke Liu ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Water Soluble ◽  
Dna Photocleavage ◽  
Cationic Porphyrin ◽  
Porphyrin Derivative ◽  
Double Stranded Dna ◽  
G Quadruplex ◽  
Human Telomere

A water soluble cationic porphyrin derivative TMPipEOPP can preferentially photocleave G-quadruplex in the presence of ​double-stranded DNA, thus might be used as a human telomere-targeted photosensitizer for tumor photodynamic therapy.

scholarly journals Two cationic porphyrin isomers showing different multimeric G-quadruplex recognition specificity against monomeric G-quadruplexes

2014 ◽  
Vol 42 (13) ◽  
pp. 8719-8731 ◽  
Author(s):  
Xiao-Xi Huang ◽  
Li-Na Zhu ◽  
Bin Wu ◽  
Yan-Fang Huo ◽  
Na-Na Duan ◽  
...  
Keyword(s):  
Cationic Porphyrin ◽  
Recognition Specificity ◽  
G Quadruplex

Multicarbazole scaffolds for selective G-quadruplex binding

2018 ◽  
Vol 54 (69) ◽  
pp. 9647-9650 ◽  
Author(s):  
Arnold Ou ◽  
Aurore Guédin ◽  
Brian W. Skelton ◽  
Samir Amrane ◽  
Cameron W. Evans ◽  
...  
Keyword(s):  
Duplex Dna ◽  
Quadruplex Dna ◽  
G Quadruplex

N-Functionalised multicarbazoles were found to be highly selective towards G-quadruplex DNA in the presence of 250× excess duplex DNA competitor.

Mutually Exclusive Formation of G-Quadruplex and i-Motif Is a General Phenomenon Governed by Steric Hindrance in Duplex DNA

Biochemistry ◽  
2016 ◽  
Vol 55 (15) ◽  
pp. 2291-2299 ◽  
Author(s):  
Yunxi Cui ◽  
Deming Kong ◽  
Chiran Ghimire ◽  
Cuixia Xu ◽  
Hanbin Mao
Keyword(s):  
Steric Hindrance ◽  
Duplex Dna ◽  
General Phenomenon ◽  
G Quadruplex

scholarly journals N-methyl mesoporphyrin IX as a highly selective light-up probe for G-quadruplex DNA

2019 ◽  
Vol 23 (11n12) ◽  
pp. 1195-1215 ◽  
Author(s):  
Ariana Yett ◽  
Linda Yingqi Lin ◽  
Dana Beseiso ◽  
Joanne Miao ◽  
Liliya A. Yatsunyk
Keyword(s):  
Optical Properties ◽  
Small Molecules ◽  
Genomic Stability ◽  
Water Soluble ◽  
Biological Processes ◽  
Binding Properties ◽  
Quadruplex Dna ◽  
Dna Structures ◽  
G Quadruplex ◽  
High Fluorescence

[Formula: see text]-methyl mesoporphyrin IX (NMM) is a water-soluble, non-symmetric porphyrin with excellent optical properties and unparalleled selectivity for G-quadruplex (GQ) DNA. G-quadruplexes are non-canonical DNA structures formed by guanine-rich sequences. They are implicated in genomic stability, longevity, and cancer. The ability of NMM to selectively recognize GQ structures makes it a valuable scaffold for designing novel GQ binders. In this review, we survey the literature describing the GQ-binding properties of NMM as well as its wide utility in chemistry and biology. We start with the discovery of the GQ-binding properties of NMM and the development of NMM-binding aptamers. We then discuss the optical properties of NMM, focusing on the light-switch effect — high fluorescence of NMM induced upon its binding to GQ DNA. Additionally, we examine the affinity and selectivity of NMM for GQs, as well as its ability to stabilize GQ structures and favor parallel GQ conformations. Furthermore, a portion of the review is dedicated to the applications of NMM-GQ complexes as biosensors for heavy metals, small molecules ([Formula: see text] ATP and pesticides), DNA, and proteins. Finally and importantly, we discuss the utility of NMM as a probe to investigate the roles of GQs in biological processes.

scholarly journals Nanoparticle-Mediated Dual Targeting: An Approach for Enhanced Baicalin Delivery to the Liver

Pharmaceutics ◽  
2020 ◽  
Vol 12 (2) ◽  
pp. 107 ◽  
Author(s):  
Iman Saad Ahmed ◽  
Hassan Medhat Rashed ◽  
Hend Fayez ◽  
Faten Farouk ◽  
Rehab Nabil Shamma
Keyword(s):  
Oral Administration ◽  
Water Solubility ◽  
Area Under The Curve ◽  
Oral Solution ◽  
Water Soluble ◽  
Spherical Particles ◽  
Therapeutic Molecules ◽  
Ph Dependent ◽  
Full Factorial

In this study, water-soluble chitosan lactate (CL) was reacted with lactobionic acid (LA), a disaccharide with remarkable affinity to hepatic asialoglycoprotein (ASGP) receptors, to form dual liver-targeting LA-modified-CL polymer for site-specific drug delivery to the liver. The synthesized polymer was used to encapsulate baicalin (BA), a promising bioactive flavonoid with pH-dependent solubility, into ultrahigh drug-loaded nanoparticles (NPs) via the ionic gelation method. The successful chemical conjugation of LA with CL was tested and the formulated drug-loaded LA-modified-CL-NPs were assessed in terms of particle size (PS), encapsulation efficiency (EE) and zeta potential (ZP) using full factorial design. The in vivo biodistribution and pharmacokinetics of the designed NPs were assessed using 99mTc-radiolabeled BA following oral administration to mice and results were compared to 99mTc-BA-loaded-LA-free-NPs and 99mTc-BA solution as controls. Results showed that the chemical modification of CL with LA was successfully achieved and the method of preparation of the optimized NPs was very efficient in encapsulating BA into nearly spherical particles with an extremely high EE exceeding 90%. The optimized BA-loaded-LA-modified-CL-NPs showed an average PS of 490 nm, EE of 93.7% and ZP of 48.1 mV. Oral administration of 99mTc-BA-loaded-LA-modified-CL-NPs showed a remarkable increase in BA delivery to the liver over 99mTc-BA-loaded-LA-free-CL-NPs and 99mTc-BA oral solution. The mean area under the curve (AUC0–24) estimates from liver data were determined to be 11-fold and 26-fold higher from 99mTc-BA-loaded-LA-modified-CL-NPs relative to 99mTc-BA-loaded-LA-free-CL-NPs and 99mTc-BA solution respectively. In conclusion, the outcome of this study highlights the great potential of using LA-modified-CL-NPs for the ultrahigh encapsulation of therapeutic molecules with pH-dependent/poor water-solubility and for targeting the liver.

scholarly journals Effects of deficient of the Hoogsteen base-pairs on the G-quadruplex stabilization and binding mode of a cationic porphyrin

2015 ◽  
Vol 2 ◽  
pp. 29-35 ◽  
Author(s):  
Jihye Moon ◽  
Ji Hoon Han ◽  
Da Young Kim ◽  
Maeng-joon Jung ◽  
Seog K. Kim
Keyword(s):  
Binding Mode ◽  
Base Pairs ◽  
Cationic Porphyrin ◽  
G Quadruplex
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