Synthesis and Spectral Properties of Water-Soluble Indocyanine Dyes as Well as the Interaction with DNA and BSA

被引:0
作者
Zhang, Xiufu [1 ]
Fu, Yile [2 ]
Zuo, Zhijun [1 ]
Hou, Yuan [1 ]
Li, Yuexuan [1 ]
Liu, Yanxia [1 ]
Wang, Lanying [1 ]
机构
[1] Northwest Univ, Coll Chem & Mat Sci, Minist Educ, Key Lab Synthet & Nat Funct Mol Chem, Xian 710069, Peoples R China
[2] Xian Univ Architecture & Technol, Sch Sci, Xian 710055, Peoples R China
关键词
water-soluble indocyanine dye; spectral properties; DNA; BSA; CYANINE; ABSORPTION;
D O I
10.6023/cjoc201212042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six novel water-soluble indocyanine dyes were synthesized using 1,2,3-trimethyl-3-(4-sulphobutyl)-3H-indolium-5-sulphonate salt and corresponding aromatic aldehyde as materials and piperidine as catalyst. All of the compounds were characterized by H-1 NMR, HRMS, IR and UV-vis techniques. Their spectral properities in different solvents were also investigated. The results showed that the maximum absorption wavelength of the dyes was in the region of 426.0 similar to 562.5 nm, the emission wavelength was located in 508.2 similar to 596.0 nm and the molar extinction coefficients was in the region of 0.6x10(4)similar to 6.7x10(4) L.mol(-1).cm(-1) in different solvents. The interactions of prepared dyes with salmon sperm DNA and bovine serum albumin (BSA) were also investigated. The results showed that the interaction of five water-soluble dyes with DNA or BSA was weak.
引用
收藏
页码:1709 / 1714
页数:6
相关论文
共 16 条
[11]   Synthesis, photophysical effects, and DNA targeting properties of oxazole yellow-peptide bioconjugates [J].
Thompson, M .
BIOCONJUGATE CHEMISTRY, 2006, 17 (02) :507-513
[13]   Comparison of nonlinear absorption in three similar dyes: Polymethine, squaraine and tetraone [J].
Webster, Scott ;
Fu, Jie ;
Padilha, Lazaro A. ;
Przhonska, Olga V. ;
Hagan, David J. ;
Van Stryland, Eric W. ;
Bondar, Mikhail V. ;
Slominsky, Yuriy L. ;
Kachkovski, Alexei D. .
CHEMICAL PHYSICS, 2008, 348 (1-3) :143-151
[14]  
West R. M., 2005, [No title captured], Patent No. [WO2005044923 A1 20050519, 2005044923, WO 2005044923]
[15]   EFFECTS OF SOLVENTS + OF SOLID SUBSTRATES ON VISIBLE MOLECULAR ABSORPTION SPECTRUM OF CYANINE DYES [J].
WEST, W ;
GEDDES, AL .
JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (04) :837-&
[16]   Photoelectric conversion properties of four novel carboxylated hemicyanine dyes on TiO2 electrode [J].
Yao, QH ;
Meng, FS ;
Li, FY ;
Tian, H ;
Huang, CH .
JOURNAL OF MATERIALS CHEMISTRY, 2003, 13 (05) :1048-1053