title: Amino-modified tetraphenylethene derivatives as nucleic acid stain: relationship between the structure and sensitivity.
abstract: A series of new amino-functionalized tetraphenylethene (TPE) derivatives were designed and synthesized to study the effect of molecular structures on the detection of nucleic acid. Contrastive studies revealed that the number of binding groups, the length of hydrophobic linking arm and the configuration of TPE molecule all play important roles on the sensitivity of the probes in nucleic acid detection. Z-TPE3 with two binding amino groups, long linking arms, and cis configuration was found to be the most sensitive dye in both solution and gel matrix. Z-TPE3 is able to stain dsDNA with the lowest amount of 1 ng and exclusively stain 40 ng of short oligonucleotide with only 10 nt. This work is of important significance for the further design of TPE probes as biosensors with higher sensitivity.
authors.affiliation: Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Department of Chemistry, Wuhan University , Wuhan 430072, People's Republic of China.
authors.forename: Li
authors.initials: L
authors.lastname: Xu
authors.forename: Zece
authors.initials: Z
authors.lastname: Zhu
authors.forename: Danqing
authors.initials: D
authors.lastname: Wei
authors.forename: Xiang
authors.initials: X
authors.lastname: Zhou
authors.forename: Jingui
authors.initials: J
authors.lastname: Qin
authors.forename: Chuluo
authors.initials: C
authors.lastname: Yang
mesh_terms: D000588:Amines / Q000737:chemistry*; D004247:DNA / Q000378:metabolism; D005453:Fluorescence; D057230:Limit of Detection; D009696:Nucleic Acids / Q000378:metabolism*; D009841:Oligonucleotides / Q000378:metabolism; D066244:Proton Magnetic Resonance Spectroscopy; D013194:Staining and Labeling; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000588:Amines; D009696:Nucleic Acids; D009841:Oligonucleotides; D013267:Stilbenes; D004247:DNA
keywords: Z/E configuration; fluorescence; gel electrophoresis; nucleic acid stain; tetraphenylethene