Literature DB >> 32356527

Silicon incorporation in polymethine dyes.

Monica Pengshung1, Patrick Neal, Timothy L Atallah, Junho Kwon, Justin R Caram, Steven A Lopez, Ellen M Sletten.   

Abstract

Methods to red-shift fluorophores have garnered considerable interest due to the broad utility of low energy light. The incorporation of silicon into xanthene and coumarin scaffolds has resulted in an array of visible and near-infrared fluorophores. Here, we extend this approach to polymethine dyes, another popular fluorophore class, performing experimental and computational analyses. We found that when oxygen was replaced with SiMe2, bathochromic shifts of up to 121 nm and fluorophores with emission above 900 nm were achieved.

Entities:  

Year:  2020        PMID: 32356527      PMCID: PMC7552435          DOI: 10.1039/c9cc09671j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  12 in total

1.  A clearer vision for in vivo imaging.

Authors:  R Weissleder
Journal:  Nat Biotechnol       Date:  2001-04       Impact factor: 54.908

Review 2.  In vivo near-infrared fluorescence imaging.

Authors:  John V Frangioni
Journal:  Curr Opin Chem Biol       Date:  2003-10       Impact factor: 8.822

Review 3.  Bright ideas for chemical biology.

Authors:  Luke D Lavis; Ronald T Raines
Journal:  ACS Chem Biol       Date:  2008-03-20       Impact factor: 5.100

4.  Near-infrared fluorescent 9-phenylethynylpyronin analogues for bioimaging.

Authors:  Tomáš Pastierik; Peter Sebej; Jiřina Medalová; Peter Stacko; Petr Klán
Journal:  J Org Chem       Date:  2014-03-31       Impact factor: 4.354

5.  Two-photon absorption spectra of a near-infrared 2-azaazulene polymethine dye: solvation and ground-state symmetry breaking.

Authors:  Honghua Hu; Olga V Przhonska; Francesca Terenziani; Anna Painelli; Dmitry Fishman; Trenton R Ensley; Matthew Reichert; Scott Webster; Julia L Bricks; Alexey D Kachkovski; David J Hagan; Eric W Van Stryland
Journal:  Phys Chem Chem Phys       Date:  2013-04-17       Impact factor: 3.676

6.  Silicon Substitution in Oxazine Dyes Yields Near-Infrared Azasiline Fluorophores That Absorb and Emit beyond 700 nm.

Authors:  Adam Choi; Stephen C Miller
Journal:  Org Lett       Date:  2018-07-17       Impact factor: 6.005

7.  Hydrogen-bonding-induced bathochromic effect of Si-coumarin and its use in monitoring adipogenic differentiation.

Authors:  Chen Li; Ting Wang; Ni Li; Min Li; Yuntao Li; Yan Sun; Yang Tian; Junru Zhu; Yiqian Wu; Dazhi Zhang; Xiaoyan Cui
Journal:  Chem Commun (Camb)       Date:  2019-09-26       Impact factor: 6.222

8.  A near-infrared fluorophore for live-cell super-resolution microscopy of cellular proteins.

Authors:  Gražvydas Lukinavičius; Keitaro Umezawa; Nicolas Olivier; Alf Honigmann; Guoying Yang; Tilman Plass; Veronika Mueller; Luc Reymond; Ivan R Corrêa; Zhen-Ge Luo; Carsten Schultz; Edward A Lemke; Paul Heppenstall; Christian Eggeling; Suliana Manley; Kai Johnsson
Journal:  Nat Chem       Date:  2013-01-06       Impact factor: 24.427

9.  Reactive Species Involved in the Regioselective Photooxidation of Heptamethine Cyanines.

Authors:  Roger R Nani; James A Kelley; Joseph Ivanic; Martin J Schnermann
Journal:  Chem Sci       Date:  2015-08-18       Impact factor: 9.825

10.  General Synthetic Method for Si-Fluoresceins and Si-Rhodamines.

Authors:  Jonathan B Grimm; Timothy A Brown; Ariana N Tkachuk; Luke D Lavis
Journal:  ACS Cent Sci       Date:  2017-08-09       Impact factor: 14.553

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  3 in total

1.  Counterion Pairing Effects on a Flavylium Heptamethine Dye.

Authors:  Monica Pengshung; Emily D Cosco; Zhumin Zhang; Ellen M Sletten
Journal:  Photochem Photobiol       Date:  2021-12-02       Impact factor: 3.421

2.  Silicon functionalization expands the repertoire of Si-rhodamine fluorescent probes.

Authors:  Desaboini Nageswara Rao; Xincai Ji; Stephen C Miller
Journal:  Chem Sci       Date:  2022-05-02       Impact factor: 9.969

3.  Heteroatom-Substituted Xanthene Fluorophores Enter the Shortwave-Infrared Region.

Authors:  Frederik Brøndsted; Cliff I Stains
Journal:  Photochem Photobiol       Date:  2021-12-29       Impact factor: 3.421

  3 in total

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