Display options
Cite
Eisenberg AS, Nathan M, Juszczak LJ. Excited State Electron Distribution and Role of the Terminal Amine in Acidic and Basic Tryptophan Dipeptide Fluorescence. J Mol Struct. 2016;1118:56-67doi: 10.1016/j.molstruc.2016.03.098.
Eisenberg, A. S., Nathan, M., & Juszczak, L. J. (2016). Excited State Electron Distribution and Role of the Terminal Amine in Acidic and Basic Tryptophan Dipeptide Fluorescence. Journal of molecular structure, 111856-67. https://doi.org/10.1016/j.molstruc.2016.03.098
Eisenberg, Azaria S, et al. "Excited State Electron Distribution and Role of the Terminal Amine in Acidic and Basic Tryptophan Dipeptide Fluorescence." Journal of molecular structure vol. 1118 (2016): 56-67. doi: https://doi.org/10.1016/j.molstruc.2016.03.098
Eisenberg AS, Nathan M, Juszczak LJ. Excited State Electron Distribution and Role of the Terminal Amine in Acidic and Basic Tryptophan Dipeptide Fluorescence. J Mol Struct. 2016 Aug 15;1118:56-67. doi: 10.1016/j.molstruc.2016.03.098. PMID: 27152052; PMCID: PMC4852485.
Copy Download .nbib Format: NLM
Share it on

J Mol Struct. 2016 Aug 15;1118:56-67. doi: 10.1016/j.molstruc.2016.03.098.

Excited State Electron Distribution and Role of the Terminal Amine in Acidic and Basic Tryptophan Dipeptide Fluorescence.

Journal of molecular structure

Azaria S Eisenberg, Moshe Nathan, Laura J Juszczak

Affiliations

  1. Chemistry Dept., Brooklyn College, the City University of New York, 2900 Bedford Ave., New York, NY 11210 USA.
  2. Chemistry Dept., Brooklyn College, the City University of New York, 2900 Bedford Ave., New York, NY 11210 USA; Depts. of Chemistry and Biochemistry, the Graduate Center, the City University of New York, 365 Fifth Ave., New York, NY 10016 USA.

PMID: 27152052 PMCID: PMC4852485 DOI: 10.1016/j.molstruc.2016.03.098

Abstract

The results of quantum yield (QY) study of tryptophanyl glutamate (Trp-Glu), tryptophanyl lysine (Trp-Lys) and lysinyl tryptophan (Lys-Trp) dipeptides over the pH range, 1.5 - 13, show that the charge state of the N-terminal amine, and not the nominal molecular charge determines the QY. When the terminal amine is protonated, QY is low (10

Keywords: Tryptophan fluorescence; excited state; fluorescence lifetime; molecular dynamics simulation; quantum mechanics calculations; quantum yield

References

  1. J Med Chem. 1987 Jul;30(7):1239-41 - PubMed
  2. Methods Biochem Anal. 1991;35:127-205 - PubMed
  3. Photochem Photobiol. 1973 Oct;18(4):263-79 - PubMed
  4. J Phys Chem B. 2014 Jun 26;118(25):7059-69 - PubMed
  5. J Chem Theory Comput. 2010 Dec 14;6(12):3704-3712 - PubMed
  6. Biochemistry. 1991 May 28;30(21):5184-95 - PubMed
  7. Protein Sci. 2001 Oct;10(10):2102-13 - PubMed
  8. J Phys Chem B. 2009 Mar 5;113(9):2572-7 - PubMed
  9. J Amino Acids. 2012;2012:735076 - PubMed
  10. J Phys Chem B. 2010 Sep 2;114(34):11323-37 - PubMed
  11. J Phys Chem B. 2007 Sep 6;111(35):10335-9 - PubMed
  12. Biochemistry. 1998 Jul 14;37(28):9976-82 - PubMed
  13. Biopolymers. 1995 Dec;36(6):723-33 - PubMed
  14. J Phys Chem A. 2010 Sep 2;114(34):9007-13 - PubMed
  15. Biophys J. 2006 Aug 1;91(3):816-23 - PubMed
  16. Phys Chem Chem Phys. 2009 Jun 14;11(22):4498-508 - PubMed
  17. J Comput Chem. 2013 Jul 5;34(18):1549-60 - PubMed
  18. Phys Rev Lett. 2010 Dec 31;105(26):266802 - PubMed
  19. Arch Biochem Biophys. 1997 Dec 1;348(1):125-33 - PubMed
  20. J Chem Theory Comput. 2008 Mar;4(3):435-47 - PubMed

Publication Types

Grant support