Literature DB >> 24930401

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

Aabha Barve1, Mark Lowry, Jorge O Escobedo, Katherine T Huynh, Lovemore Hakuna, Robert M Strongin.   

Abstract

We report the detection of homocysteine over cysteine based upon characteristic differences between 5- and 6-membered heterocyclic amines formed upon reaction with aldehyde-bearing compounds. Homocysteine-derived thiazinane-4-carboxylic acids are more basic than cysteine-derived thiazolidines-4-carboxylic acids. Fluorescence enhancement in response to homocysteine is achieved by tuning pH and excitation wavelength.

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Year:  2014        PMID： 24930401      PMCID： PMC4116490          DOI： 10.1039/c4cc03527e

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


  25 in total

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Authors:  Guoyao Wu; Yun-Zhong Fang; Sheng Yang; Joanne R Lupton; Nancy D Turner
Journal:  J Nutr       Date:  2004-03       Impact factor: 4.798

2.  Highly selective red- and green-emitting two-photon fluorescent probes for cysteine detection and their bio-imaging in living cells.

Authors:  Zhiguang Yang; Ning Zhao; Yuming Sun; Fang Miao; Yong Liu; Xin Liu; Yuanhong Zhang; Wentao Ai; Guofen Song; Xiaoyuan Shen; Xiaoqiang Yu; Jingzhi Sun; Wai-Yeung Wong
Journal:  Chem Commun (Camb)       Date:  2012-02-27       Impact factor: 6.222

3.  Detection of homocysteine and cysteine.

Authors:  Weihua Wang; Oleksandr Rusin; Xiangyang Xu; Kyu Kwang Kim; Jorge O Escobedo; Sayo O Fakayode; Kristin A Fletcher; Mark Lowry; Corin M Schowalter; Candace M Lawrence; Frank R Fronczek; Isiah M Warner; Robert M Strongin
Journal:  J Am Chem Soc       Date:  2005-11-16       Impact factor: 15.419

4.  Selective fluorescence detection of cysteine and N-terminal cysteine peptide residues.

Authors:  Soojin Lim; Jorge O Escobedo; Mark Lowry; Xiangyang Xu; Robert Strongin
Journal:  Chem Commun (Camb)       Date:  2010-07-08       Impact factor: 6.222

5.  Use of a commercially available reagent for the selective detection of homocysteine in plasma.

Authors:  Jorge O Escobedo; Weihua Wang; Robert M Strongin
Journal:  Nat Protoc       Date:  2006       Impact factor: 13.491

6.  Simultaneous determination of total homocysteine, cysteine, cysteinylglycine, and glutathione in human plasma by high-performance liquid chromatography: application to studies of oxidative stress.

Authors:  Thomas D Nolin; M Elizabeth McMenamin; Jonathan Himmelfarb
Journal:  J Chromatogr B Analyt Technol Biomed Life Sci       Date:  2007-02-21       Impact factor: 3.205

7.  Theoretical analysis of Lewis basicity based on local electron-donating ability. Origin of basic strength of cyclic amines.

Authors:  Tomohiko Ohwada; Hajime Hirao; Atsushi Ogawa
Journal:  J Org Chem       Date:  2004-10-29       Impact factor: 4.354

8.  A photochemical method for determining plasma homocysteine with limited sample processing.

Authors:  Lovemore Hakuna; Jorge O Escobedo; Mark Lowry; Aabha Barve; Naneki McCallum; Robert M Strongin
Journal:  Chem Commun (Camb)       Date:  2014-03-21       Impact factor: 6.222

9.  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

10.  A fast response highly selective probe for the detection of glutathione in human blood plasma.

Authors:  Yixing Guo; Xiaofeng Yang; Lovemore Hakuna; Aabha Barve; Jorge O Escobedo; Mark Lowry; Robert M Strongin
Journal:  Sensors (Basel)       Date:  2012-05-08       Impact factor: 3.576
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  6 in total

1.  Fluorescein Tri-Aldehyde Promotes the Selective Detection of Homocysteine.

Authors:  Aabha Barve; Mark Lowry; Jorge O Escobedo; Josephrajan Thainashmuthu; Robert M Strongin
Journal:  J Fluoresc       Date:  2016-01-16       Impact factor: 2.217

2.  Biosynthesis of Oxetanocin-A Includes a B12-Dependent Radical SAM Enzyme That Can Catalyze both Oxidative Ring Contraction and the Demethylation of SAM.

Authors:  Aoshu Zhong; Yu-Hsuan Lee; Yung-Nan Liu; Hung-Wen Liu
Journal:  Biochemistry       Date:  2021-02-09       Impact factor: 3.162

Review 3.  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

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

Authors:  Yongkang Yue; Fangjun Huo; Xiaoqi Li; Ying Wen; Tao Yi; James Salamanca; Jorge O Escobedo; Robert M Strongin; Caixia Yin
Journal:  Org Lett       Date:  2016-12-20       Impact factor: 6.005

Review 5.  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

6.  Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu²⁺ and Biological Thiols in Aqueous Solution and Living Cells.

Authors:  Hongmin Jia; Ming Yang; Qingtao Meng; Guangjie He; Yue Wang; Zhizhi Hu; Run Zhang; Zhiqiang Zhang
Journal:  Sensors (Basel)       Date:  2016-01-11       Impact factor: 3.576
  6 in total

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