Literature DB >> 28294245

An NIR-emitting lysosome-targeting probe with large Stokes shift via coupling cyanine and excited-state intramolecular proton transfer.

Dipendra Dahal1, Lucas McDonald1, Xiaoman Bi1, Chathura Abeywickrama1, Farai Gombedza1, Michael Konopka1, Sailaja Paruchuri1, Yi Pang1.   

Abstract

An NIR-emitting probe (λem ∼ 700 nm) with a large Stokes shift (Δλ ≈ 234 nm) is synthesized by using excited-state intramolecular proton transfer (ESIPT). The phenolic proton, which controls ESIPT, acts as a switch to give strong fluorescence at pH ≈ 5. The probe can selectively show lysosome organelles, therefore leading to a lysosome probe without exhibiting "an alkalinizing effect".

Entities:  

Year:  2017        PMID： 28294245      PMCID： PMC5492890          DOI： 10.1039/c7cc00700k

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


  22 in total

1.  Emission ratiometric imaging of intracellular zinc: design of a benzoxazole fluorescent sensor and its application in two-photon microscopy.

Authors:  Masayasu Taki; Janet L Wolford; Thomas V O'Halloran
Journal:  J Am Chem Soc       Date:  2004-01-28       Impact factor: 15.419

2.  Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer.

Authors:  Jangwon Seo; Sehoon Kim; Soo Young Park
Journal:  J Am Chem Soc       Date:  2004-09-15       Impact factor: 15.419

Review 3.  Fluorescent labeling of biomolecules with organic probes.

Authors:  M Sameiro T Gonçalves
Journal:  Chem Rev       Date:  2009-01       Impact factor: 60.622

Review 4.  Sensors and regulators of intracellular pH.

Authors:  Joseph R Casey; Sergio Grinstein; John Orlowski
Journal:  Nat Rev Mol Cell Biol       Date:  2009-12-09       Impact factor: 94.444

5.  Fluorescence sensing of anions based on inhibition of excited-state intramolecular proton transfer.

Authors:  Yunkou Wu; Xiaojun Peng; Jiangli Fan; Shang Gao; Maozhong Tian; Jianzhang Zhao; Shiguo Sun
Journal:  J Org Chem       Date:  2007-01-05       Impact factor: 4.354

6.  Rotational energy barrier of 2-(2',6'-dihydroxyphenyl)benzoxazole: a case study by NMR.

Authors:  Weihua Chen; Eric B Twum; Linlin Li; Brian D Wright; Peter L Rinaldi; Yi Pang
Journal:  J Org Chem       Date:  2011-12-05       Impact factor: 4.354

7.  Aminobenzofuran-fused rhodamine dyes with deep-red to near-infrared emission for biological applications.

Authors:  Guangle Niu; Weimin Liu; Jiasheng Wu; Bingjiang Zhou; Jianhong Chen; Hongyan Zhang; Jiechao Ge; Ying Wang; Haitao Xu; Pengfei Wang
Journal:  J Org Chem       Date:  2015-02-26       Impact factor: 4.354

8.  Metal coordination in photoluminescent sensing.

Authors:  Zhipeng Liu; Weijiang He; Zijian Guo
Journal:  Chem Soc Rev       Date:  2013-01-18       Impact factor: 54.564

9.  A six-membered-ring incorporated Si-rhodamine for imaging of copper(ii) in lysosomes.

Authors:  Baogang Wang; Xiaoyan Cui; Zhiqiang Zhang; Xiaoyun Chai; Hao Ding; Qiuye Wu; Zhongwu Guo; Ting Wang
Journal:  Org Biomol Chem       Date:  2016-07-12       Impact factor: 3.876

10.  Lysosome triggered near-infrared fluorescence imaging of cellular trafficking processes in real time.

Authors:  Marco Grossi; Marina Morgunova; Shane Cheung; Dimitri Scholz; Emer Conroy; Marta Terrile; Angela Panarella; Jeremy C Simpson; William M Gallagher; Donal F O'Shea
Journal:  Nat Commun       Date:  2016-03-01       Impact factor: 14.919
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  8 in total

1.  Red-emitting pyrene-benzothiazolium: unexpected selectivity to lysosomes for real-time cell imaging without alkalinizing effect.

Authors:  Chathura S Abeywickrama; Kaveesha J Wijesinghe; Robert V Stahelin; Yi Pang
Journal:  Chem Commun (Camb)       Date:  2019-03-19       Impact factor: 6.222

2.  An NIR emitting styryl dye with large Stokes shift to enable co-staining study on zebrafish neuromast hair cells.

Authors:  Lucas McDonald; Dipendra Dahal; Michael Konopka; Qin Liu; Yi Pang
Journal:  Bioorg Chem       Date:  2019-06-03       Impact factor: 5.275

3.  Lysosome imaging in cancer cells by pyrene-benzothiazolium dyes: An alternative imaging approach for LAMP-1 expression based visualization methods to avoid background interference.

Authors:  Chathura S Abeywickrama; Kaveesha J Wijesinghe; Robert V Stahelin; Yi Pang
Journal:  Bioorg Chem       Date:  2019-07-24       Impact factor: 5.275

Review 4.  Recent Advances in Organelle-Targeted Fluorescent Probes.

Authors:  Na-Eun Choi; Ji-Yu Lee; Eun-Chae Park; Ju-Hee Lee; Jiyoun Lee
Journal:  Molecules       Date:  2021-01-04       Impact factor: 4.411

Review 5.  White light employing luminescent engineered large (mega) Stokes shift molecules: a review.

Authors:  Nadia Nabihah Mohd Yusof Chan; Azila Idris; Zul Hazrin Zainal Abidin; Hairul Anuar Tajuddin; Zanariah Abdullah
Journal:  RSC Adv       Date:  2021-04-12       Impact factor: 3.361

6.  NIR-emitting styryl dyes with large Stokes' shifts for imaging application: From cellular plasma membrane, mitochondria to Zebrafish neuromast.

Authors:  Dipendra Dahal; Krishna R Ojha; Sabita Pokhrel; Sailaja Paruchuri; Michael Konopka; Qin Liu; Yi Pang
Journal:  Dyes Pigm       Date:  2021-07-06       Impact factor: 5.122

7.  Near infrared two-photon-excited and -emissive dyes based on a strapped excited-state intramolecular proton-transfer (ESIPT) scaffold.

Authors:  Naoya Suzuki; Kayo Suda; Daisuke Yokogawa; Hirotaka Kitoh-Nishioka; Stephan Irle; Akihiro Ando; Luis M G Abegão; Kenji Kamada; Aiko Fukazawa; Shigehiro Yamaguchi
Journal:  Chem Sci       Date:  2018-02-01       Impact factor: 9.825

8.  Dual-factor Synergistically Activated ESIPT-based Probe: Differential Fluorescence Signals to Simultaneously Detect α-Naphthyl Acetate and Acid α-Naphthyl Acetate Esterase.

Authors:  Kui Wang; Beidou Feng; Yonggang Yang; Yuehua Chen; Yuzhu Wang; Yafu Wang; Lin Yang; Kai Jiang; Tony D James; Hua Zhang
Journal:  Anal Chem       Date:  2021-10-24       Impact factor: 6.986
  8 in total

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