Molecular recognition of cationic phenothiazinium and phenoxazinium dyes with π-extended 2′-deoxyadenosine nucleotides

被引：3

作者：

Mondragon-Vasquez, Karina ^{[1
]}

Morales-Rojas, Hugo ^{[1
]}

机构：

[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62209, Morelos, Mexico

来源：

CHEMICAL COMMUNICATIONS | 2009年 / 44期

关键词：

AROMATIC INTERACTIONS; STACKING INTERACTIONS; METHYLENE-BLUE; DNA; COMPLEXATION; STABILIZATION; ASSOCIATION; MECHANISM; RINGS; BASES;

D O I：

10.1039/b913315a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-6-(N'-Arylcarbamoyl)-2'-deoxyadenosine-H-phosphonates displayed molecular recognition towards cationic phenothiazinium and phenoxazinium dyes in aqueous solutions; studies have shown that binding is driven mainly by aromatic interactions and that size and shape-complementarity of the aromatic rings in host and guest provides selectivity.

引用

页码：6726 / 6728

页数：3

共 18 条

[1] Molecular recognition of synthetic RNAs by phenothiazinium dyes methylene blue and new methylene blue: Thermodynamic approach
Paul, Puja
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1301
[2] Cationic acyclic cucurbit[n]uril-type containers: synthesis and molecular recognition toward nucleotides
Sigwalt, David
Zavalij, Peter Y.
Isaacs, Lyle
SUPRAMOLECULAR CHEMISTRY, 2016, 28 (9-10) : 825 - 834
[3] Solubilisation of dyes by surfactant micelles. Part 2: Molecular interactions of azo dyes with cationic and zwitterionic surfactants
Oakes, J
Gratton, P
COLORATION TECHNOLOGY, 2003, 119 (02) : 100 - 107
[4] RECOGNITION OF MOLECULAR PLANARITY OF CATIONIC DYES BY ANIONIC, CRYSTALLINE BILAYER AGGREGATES - EVIDENCE USING METACHROMATIC AND SOLVATOCHROMIC PROPERTIES
HACHISAKO, H
YAMAZAKI, T
IHARA, H
HIRAYAMA, C
YAMADA, K
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, Royal Soc of Chemistry, Letchworth, Engl (07): : 1681 - 1690
[5] MOLECULAR RECOGNITION .12. MOLECULAR RECOGNITION OF NUCLEOTIDES - CONCURRENT HYDROGEN-BONDING AND ELECTROSTATIC INTERACTIONS IN THE 2-POINT FIXATION OF FLAVIN MONONUCLEOTIDE
AOYAMA, Y
MIZOKAMI, K
TOI, H
CHEMISTRY LETTERS, 1990, (04) : 651 - 654
[6] Molecular recognition of modified adenine nucleotides by the P2Y1-receptor.: 2.: A computational approach
Major, DT
Halbfinger, E
Fischer, B
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (26) : 5338 - 5347
[7] Molecular recognition of modified adenine nucleotides by the P2Y1-receptor.: 1.: A synthetic, biochemical, and NMR approach
Halbfinger, E
Major, DT
Ritzmann, M
Ubl, J
Reiser, G
Boyer, JL
Harden, KT
Fischer, B
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (26) : 5325 - 5337
[8] MOLECULAR RECOGNITION IN NONAQUEOUS SOLVENTS .2. STRUCTURAL AND THERMODYNAMIC ANALYSIS OF CATIONIC SELECTIVITY OF 18-CROWN-6 IN METHANOL
MAZOR, MH
MCCAMMON, JA
LYBRAND, TP
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) : 4411 - 4419
[9] MOLECULAR RECOGNITION IN THE MINOR GROOVE OF THE DNA HELIX - STUDIES ON THE SYNTHESIS OF OLIGONUCLEOTIDES AND POLYNUCLEOTIDES CONTAINING 3-DEAZA-2'-DEOXYADENOSINE - INTERACTION OF THE OLIGONUCLEOTIDES WITH THE RESTRICTION ENDONUCLEASE ECORV
COSSTICK, R
LI, X
TULI, DK
WILLIAMS, DM
CONNOLLY, BA
NEWMAN, PC
NUCLEIC ACIDS RESEARCH, 1990, 18 (16) : 4771 - 4778
[10] A systematic evaluation of molecular recognition phenomena. 2. Interaction between phosphates and nucleotides with hexaazamacrocyclic ligands containing diethylic ether spacers
Anda, C
Llobet, A
Salvado, V
Martell, AE
Motekaitis, RJ
INORGANIC CHEMISTRY, 2000, 39 (14) : 3000 - 3008

← 1 2 →