A New Pet+Espit Based Nitrobiphenyl Benzothiazole Derived Fluorescent Probe for Sensing of Biothiols

Authors

  • Milind S. Thakare  Department of Chemistry ,Pratap College Amalner, Maharashtra, India
  • Pravin M. Yeole  Center for P.G.Research R.L.College Parola, Maharashtra, India

Keywords:

Biothiol, ESPIT, PET, Nitrobiphenyl benzothiazole, DNBS

Abstract

We herewith present a fluorescent probe for the sensing of sulphur containing biomolecules. Sensing function is based on excited state intramolecular proton transfer strategy with large difference in absorption and emission maxima i.e. higher stoke shift. The design of probe is based on biphenyl skeleton exhibiting larger Stokes shift than its monocyclic counterpart. This probe with 2,4- dinitro benzene sulfonate (DNBS) group highly prone to thiolysis was designed based on the amalgamation of photo-induced electron transfer (PET) and excited state intramolecular proton transfer (ESIPT) mechanisms, which initiates a fluorescence turn on response

References

  1. Z.A Wood., E Schroder., H.J Robin., L.BPoole Trends biochem Sci (2003),28(1),32
  2. D.M.Townsend., K.D Tew., H.TapieroBiomed Pharmacother(2003),57,145
  3. Y.Zhou.,JYoonJ .Chem Soc Rev 2012,41,52
  4. MKemp., Y.MGo., D.PJonesBio Med.; 2008, 44  :921
  5. WWang., ORusin., X .Xu., et al., J Am  Chem  Soc2005,127:15949
  6. S.RLentz., WGHaynes, Cle Veland  ClinJMed., 2004,71, 730
  7. S.Seshadri, ABeiser,.,J  Selhub,P FJacques,..I..H.Rosenberg,.,R..BD’Agostino,P.WWilson,  JMed2002 ,346, 476
  8. Steegers  theunissen, RPM., Boers, GHJ., Trijbels, FJM., Eskes, TKABNNEnglJMed., 1991,324, 199
  9. JB .VanMeursJ., Dhonukshe- Rutten, RAM., SMF Pluijm,., Mvan der Klift,.,  de Jonge, R., Lindemans, J., de Groot, LCPGM., Hofman, A., JC Witteman,M., van Leeuwen, JPTM.; MMB Breteler,., Lips, P., , HA PolsP., Uitterlinden, AG, NEnglJMed.) 2004,20, 2033.
  10. D.PPerl., D.C.Gajdusek., R.M Garruto., R.T Yanagihara.,C.JGibbs.,Science 1982,217,1053
  11. S Pelletier., C.A Lucy.Analyst2004,129,710
  12. F.Pu.,Z.Huang.JRen,XQu.,Anal Chem2010, 82, 8211
  13. G.P McDermott., J.MTerry., X.AConlan., N.W.Barnett.,P.S Rancis., Anal Chem2011, 83,6034 
  14. X Chen., Y Zhou, X Peng., Yoon JChem Soc Rev2010,39,2120
  15. LY Niu., YZ Chen., HR Zheng., LZ Wu., CH Tung., QZ YangChem  Soc Rev ,2015,44, 6143
  16. Yin CX., Huo FJ., Zhang JJ., et al, Chem.Soc Rev2013,42, 6032
  17. P Wang., J Liu., X Lv., Y Liu., Y Zhao., W Guo ,OrgLett., 2012,14,520
  18. Y.Shen, X.Zhang, Y.Zhang, et alAnal Methods2016 , 8, 2420
  19. DKand, AM .Kalle, SJVarma ,P.A Talukdar, Chem  Commun2012, 48,2722
  20. H.S Jung., T .Pradhan., J.HHan., et al, Biomaterials2012,33, 8495
  21. T Liu., F Hou., J Li, J Chao., Y Zhang., C YinSensors Actuat B-Chem2016, 237,127
  22. M Li, X Wu., Y Wang., Y Li., W Zhu., TD James, Chem Commun50,1751  (2014)
  23. L Yuan., W Lin., S Zhao., et al, J Am.Chem Soc2012,134, 13510
  24. J Yin., Y Kwon., D Kim., et al, J Am Chem Soc.; 2014,136:5351
  25. L Peng., Z Zhou., R Wei., K Li, P Song., Tong A, Dyes Pigm., 2014,108,24
  26. S Chen, P Hou., B Zhou, et al,RSC Adv2013,3, 11543
  27. Y Liu., KXiang, BTian,JZhang,Tetrahedron  Lett.,  2016, 57 ,2478
  28. X Liu, L Gao, L Yang, L Zou, W Chen, XSong, RSC Adv   2015, 5, 18177
  29. D.Maity .,  T.Govindaraju, Org Biomol Chem2013,11, 2098
  30. X .Liu., W Zhang., C Li, et al,RSC Adv 2015,5, 4941 
  31. LWang, Q  Zang, W Chen, Y .Hao, Liu Y J, Li,RSC Adv 2013,3, 8674
  32. C.Yang., Y Chen., K Wu., et al,Anal Methods,2015.7, 3327
  33. DZhang., J Liu., H Yin., et al,J Fluoresc2016,26,1367
  34. SChen., P Hou., Wang J., X Song,RSC Adv2012,2,10869.
  35. P Hou., S Chen, H Wang., J Wang., K Voitchovsky, X Song, Chem Commoun2014 50,320
  36. Alici O., Erdemir S, Sensors Actuat B-Chem 2015,208,159

Downloads

Published

2018-04-30

Issue

Section

Research Articles

How to Cite

[1]
Milind S. Thakare,Pravin M. Yeole, " A New Pet+Espit Based Nitrobiphenyl Benzothiazole Derived Fluorescent Probe for Sensing of Biothiols, International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 4, Issue 4, pp.876-880, March-April-2018.