Kinetic investigation of porphyrin interaction with chiral templates reveals unexpected features of the induction and self-propagation mechanism of chiral memory

Journal of the American Chemical Society

Volumn 130, Issue 32, 2008, Pages 10476-10477

  Lauceri, Rosaria ^a   Fasciglione, Giovanni Francesco ^a   D'Urso, Alessandro ^a   Marini, Stefano ^a   Purrello, Roberto ^a   Coletta, Massimiliano ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

PHENYLALANINE; PORPHYRIN;

ADDITION REACTION; ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; KINETICS; OPTICAL DENSITY; SPECTROSCOPY;

CATALYSIS; COPPER; KINETICS; PHENYLALANINE; POLYMERS; PORPHYRINS; STEREOISOMERISM;

EID: 49449085692     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja803426q     Document Type: Article

References (13)

1. Bellacchio, E.; Lauceri, R.; Gurrieri, S.; Monsù Scolaro, L.; Romeo, A.; Purrello, R. J. Am. Chem. Soc. 1998, 120, 12353.
2. Purrello, R.; Raudino, A.; Monsù Scolaro, L.; Loisi, A.; Bellacchio, E.; Lauceri, R. J. Phys. Chem. A 2000, 104, 10900.
3. Lauceri, R.; Raudino, A.; Monsù Scolaro, L.; Micali, N.; Purrello, R. J. Am. Chem. Soc. 2002, 124, 894.
4. 1-3 CuT4-TPPS interactions do not lead to CD signals because their assemblies are not chiral in the absence of a chiral matrix.
5. In this experimental approach light scattering (due to porphyrin aggregation and causing baseline increases, see Supporting Information) is competing with absorption and must be carefully considered.
6. Steinbach, P. J.; et al. Biochemistry 1991, 30, 3988.
7. Kinetic profiles for L- or D-PheA are the same.
8. Interactions of one porphyrin with PheA do not lead to an ICD. The absence of a CD signal can be due either to the absence of chiral species or (more likely) to the formation of species having very weak CD signals.
9. This fast cooperative event is accompanied by an increase of light scattering (data not shown) which reflects porphyrin aggregation. This impairs the observation of the typical hypochromicity associated to aggregation.
10. The observation that β value is always oscillating between 3.0 and 4.0 suggests structural organization of at least four molecules.
11. Abraham, F. F. Homogeneous Nucleation Theory; Academic Press: New York, 1974.
12. Likely occurring within the first second after the mixing.
13. This is suggested by the decreasing intensity of the signal upon addition of the latter porphyrin.