New 1,2-Dihydropyridine-Based Fluorophores and Their Applications as Fluorescent Probes

被引:11
作者
Jamsheena, Vellekkatt [1 ]
Mishra, Rakesh K. [1 ]
Veena, Kollery S. [1 ]
Sini, Suresh [2 ]
Jayamurthy, Purushothaman [2 ]
Lankalapalli, Ravi S. [1 ]
机构
[1] Acad Sci & Innovat Res AcSIR, Chem Sci & Technol Div, Thiruvananthapuram 695019, Kerala, India
[2] CSIR Natl Inst Interdisciplinary Sci & Technol, Acad Sci & Innovat Res AcSIR, Agroproc & Technol Div, Thiruvananthapuram 695019, Kerala, India
关键词
HEPATOCELLULAR-CARCINOMA; SELECTIVE DETECTION; ELECTRON; PTP1B;
D O I
10.1021/acsomega.7b01835
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New 1,2-dihydropyridine (1,2-DHP)-based fluorophores 1a-1h were designed and synthesized by a one-pot four-component condensation reaction using dienaminodioate, aldehydes, and an in situ-generated hydrazone mediated by trifluoroacetic acid. The photophysical properties of 1,2-DHPs were studied in detail, and a few of them exhibited selective mitochondrial staining ability in HeLa cell lines (cervical cancer cells). A detailed photophysical investigation led to the design of 1,2-DHP 1h as an optimal fluorophore suitable for its potential application as a small molecule probe in the aqueous medium. Also, 1,2-DHP 1h exhibited sixfold enhanced emission intensity than its phosphorylated analogue 1h' in the long wavelength region (lambda(em) approximate to 600 nm), which makes 1,2-DHP 1h' meet the requirement as a bioprobe for protein tyrosine phosphatases, shown in L6 muscle cell lysate.
引用
收藏
页码:856 / 862
页数:7
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