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

Vellekkatt Jamsheena | Zendy; Rakesh K. Mishra | Zendy; K. Veena | Zendy; Suresh Sini | Zendy; P. Jayamurthy | Zendy; Ravi S. Lankalapalli | Zendy

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

Author(s) -

Vellekkatt Jamsheena,

Rakesh K. Mishra,

K. Veena,

Suresh Sini,

P. Jayamurthy,

Ravi S. Lankalapalli

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.7b01835

Subject(s) - fluorescence , dihydropyridine , biophysics , chemistry , nanotechnology , materials science , calcium , biology , optics , physics , organic chemistry

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 (λ em ≈ 600 nm), which makes 1,2-DHP 1h' meet the requirement as a bioprobe for protein tyrosine phosphatases, shown in L6 muscle cell lysate.

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