TY - JOUR
T1 - Comparative study of the photoprotolytic reactions of D-luciferin and oxyluciferin
AU - Erez, Yuval
AU - Presiado, Itay
AU - Gepshtein, Rinat
AU - Pinto Da Silva, Luís
AU - Esteves Da Silva, Joaquim C.G.
AU - Huppert, Dan
PY - 2012/7/19
Y1 - 2012/7/19
N2 - Optical steady-state and time-resolved spectroscopic methods were used to study the photoprotolytic reaction of oxyluciferin, the active bioluminescence chromophore of the firefly's luciferase-catalyzed reaction. We found that like d-luciferin, the substrate of the firefly bioluminescence reaction, oxyluciferin is a photoacid with pKa* value of ∼0.5, whereas the excited-state proton transfer (ESPT) rate coefficient is 2.2 × 10 10 s-1, which is somewhat slower than that of d-luciferin. The kinetic isotope effect (KIE) on the fluorescence decay of oxyluciferin is 2.5 ± 0.1, the same value as that of d-luciferin. Both chromophores undergo fluorescence quenching in solutions with a pH value below 3.
AB - Optical steady-state and time-resolved spectroscopic methods were used to study the photoprotolytic reaction of oxyluciferin, the active bioluminescence chromophore of the firefly's luciferase-catalyzed reaction. We found that like d-luciferin, the substrate of the firefly bioluminescence reaction, oxyluciferin is a photoacid with pKa* value of ∼0.5, whereas the excited-state proton transfer (ESPT) rate coefficient is 2.2 × 10 10 s-1, which is somewhat slower than that of d-luciferin. The kinetic isotope effect (KIE) on the fluorescence decay of oxyluciferin is 2.5 ± 0.1, the same value as that of d-luciferin. Both chromophores undergo fluorescence quenching in solutions with a pH value below 3.
UR - https://www.scopus.com/pages/publications/84863897725
U2 - 10.1021/jp301910p
DO - 10.1021/jp301910p
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AN - SCOPUS:84863897725
SN - 1089-5639
VL - 116
SP - 7452
EP - 7461
JO - Journal of Physical Chemistry A
JF - Journal of Physical Chemistry A
IS - 28
ER -