Literature DB >> 27995792

pH-Dependent Fluorescent Probe That Can Be Tuned for Cysteine or Homocysteine.

Yongkang Yue, Fangjun Huo, Xiaoqi Li, Ying Wen, Tao Yi1, James Salamanca2, Jorge O Escobedo2, Robert M Strongin2, Caixia Yin.   

Abstract

The very close structural similarities between cysteine and homocysteine present a great challenge to achieve their selective detection using regular fluorescent probes, limiting the biological and pathological studies of these two amino thiols. A coumarin-based fluorescent probe was designed featuring pH-promoted distinct turn-on followed by ratiometric fluorescence responses for Cys and turn-on fluorescence response for Hcy through two different reaction paths. These specific responses demonstrate the activity differences between Cys and Hcy qualitatively for the first time. The probe could also be used for Cys and Hcy imaging in living cells.

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Year:  2016        PMID: 27995792      PMCID: PMC5570466          DOI: 10.1021/acs.orglett.6b03357

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  30 in total

1.  Conjugate addition/cyclization sequence enables selective and simultaneous fluorescence detection of cysteine and homocysteine.

Authors:  Xiaofeng Yang; Yixing Guo; Robert M Strongin
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

2.  A novel fluorescence probe for estimation of cysteine/histidine in human blood plasma and recognition of endogenous cysteine in live Hct116 cells.

Authors:  Upendar Reddy G; Hridesh Agarwalla; Nandaraj Taye; Suvankar Ghorai; Samit Chattopadhyay; Amitava Das
Journal:  Chem Commun (Camb)       Date:  2014-09-07       Impact factor: 6.222

3.  Lysosomal pH rise during heat shock monitored by a lysosome-targeting near-infrared ratiometric fluorescent probe.

Authors:  Qiongqiong Wan; Suming Chen; Wen Shi; Lihong Li; Huimin Ma
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-22       Impact factor: 15.336

4.  Differences in heterocycle basicity distinguish homocysteine from cysteine using aldehyde-bearing fluorophores.

Authors:  Aabha Barve; Mark Lowry; Jorge O Escobedo; Katherine T Huynh; Lovemore Hakuna; Robert M Strongin
Journal:  Chem Commun (Camb)       Date:  2014-08-04       Impact factor: 6.222

5.  A dual emission fluorescent probe enables simultaneous detection of glutathione and cysteine/homocysteine.

Authors:  Xiao-Feng Yang; Qian Huang; Yaogang Zhong; Zheng Li; Hua Li; Mark Lowry; Jorge O Escobedo; Robert M Strongin
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

6.  A fluorescent probe for simultaneous discrimination of GSH and Cys/Hcy in human serum samples via distinctly-separated emissions with independent excitations.

Authors:  Qinghua Hu; Changmin Yu; Xitao Xia; Fang Zeng; Shuizhu Wu
Journal:  Biosens Bioelectron       Date:  2016-03-10       Impact factor: 10.618

Review 7.  Structure, mechanism and regulation of peroxiredoxins.

Authors:  Zachary A Wood; Ewald Schröder; J Robin Harris; Leslie B Poole
Journal:  Trends Biochem Sci       Date:  2003-01       Impact factor: 13.807

8.  BODIPY-based ratiometric fluorescent sensor for highly selective detection of glutathione over cysteine and homocysteine.

Authors:  Li-Ya Niu; Ying-Shi Guan; Yu-Zhe Chen; Li-Zhu Wu; Chen-Ho Tung; Qing-Zheng Yang
Journal:  J Am Chem Soc       Date:  2012-11-08       Impact factor: 15.419

9.  Cyanine-based fluorescent probe for highly selective detection of glutathione in cell cultures and live mouse tissues.

Authors:  Jun Yin; Younghee Kwon; Dabin Kim; Dayoung Lee; Gyoungmi Kim; Ying Hu; Ji-Hwan Ryu; Juyoung Yoon
Journal:  J Am Chem Soc       Date:  2014-04-01       Impact factor: 15.419

10.  Ratiometric detection of pH fluctuation in mitochondria with a new fluorescein/cyanine hybrid sensor.

Authors:  Yuncong Chen; Chengcheng Zhu; Jiajie Cen; Yang Bai; Weijiang He; Zijian Guo
Journal:  Chem Sci       Date:  2015-03-16       Impact factor: 9.825

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  3 in total

Review 1.  Fluorescent Probes with Multiple Binding Sites for the Discrimination of Cys, Hcy, and GSH.

Authors:  Cai-Xia Yin; Kang-Ming Xiong; Fang-Jun Huo; James C Salamanca; Robert M Strongin
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-22       Impact factor: 15.336

2.  A Simple Long-wavelength Fluorescent Probe for Simultaneous Discrimination of Cysteine/Homocysteine and Glutathione/Hydrogen Sulfide with Two Separated Fluorescence Emission Channels by Single Wavelength Excitation.

Authors:  Hanchuang Zhu; Caiyun Liu; Hanming Zhang; Pan Jia; Zilu Li; Xue Zhang; Yamin Yu; Wenlong Sheng; Baocun Zhu
Journal:  Anal Sci       Date:  2019-10-04       Impact factor: 1.967

Review 3.  The chronological evolution of small organic molecular fluorescent probes for thiols.

Authors:  Yongkang Yue; Fangjun Huo; Caixia Yin
Journal:  Chem Sci       Date:  2020-12-15       Impact factor: 9.825

  3 in total

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