Interaction Between TOAC
Free Radical and
Photoexcited Triplet
Chromophores Linked to
Peptide Templates
Carlo Corvaja
1
Elena Sartori
1
Antonio Toffoletti
1
Fernando Formaggio
2
Marco Crisma
2
Claudio Toniolo
2
1
Department of Physical
Chemistry,
University of Padova,
Padova 35131, Italy
2
Biopolymer Research Center,
CNR,
Department of Organic
Chemistry,
University of Padova,
Padova 35131, Italy
Abstract: The intramolecular quenching of photoexcited triplet states by free radicals linked to peptide
templates was studied by time-resolved electron paramagnetic resonance (EPR) with pulsed laser
excitation. The systems investigated are 3
10
-helix forming peptides, having in the amino acid sequence
the free radical 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid (TOAC) and a triplet
precursor, such as Bin, Bpa, or Trp, incorporated at different relative positions. Upon interaction
with the excited triplet the TOAC radical spin sublevel populations assume values that differ from
the Boltzmann equilibrium values. This spin polarization effect produces EPR lines in emission
whose time evolution reflects the triplet quenching rate. In particular, in a series of peptides labeled
with Bpa and TOAC at successive positions in the 3
10
-helix, radical-triplet interaction was observed
in all cases. However, for the peptide where Bpa and TOAC are at positions 2 and 4 the rate of
triplet quenching is lower than for the other peptides in the series. In addition, the radical-excited
triplet complex in the quartet spin state was observed in a peptide containing fullerene (C
60
) as a
triplet precursor and TOAC. © 2001 John Wiley & Sons, Inc. Biopolymers (Pept Sci) 55:
486 – 495, 2000
Keywords: chemical induced dynamic electron polarization; electron paramagnetic resonance;
helical peptides; radical–triplet interactions; 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-car-
boxylic acid
INTRODUCTION
Usually, organic molecules have a singlet ground
state.
1
However, they can be photoexcited into a
metastable triplet state by virtue of intersystem cross-
ing (ISC), caused by spin orbit coupling.
2
The triplet
lifetime, in the range of microseconds or even milli-
seconds depending on temperature, is long compared
Correspondence to: Carlo Corvaja; email: corvaja@chfi.unipd.it
Contract grant sponsor: National Research Council (CNR) and
the Ministry of University and Scientific and Technological Re-
search (MURST)
Biopolymers (Peptide Science), Vol. 55, 486 – 495 (2000)
© 2001 John Wiley & Sons, Inc.
486