Hydrogen bond driven self-assembled C2-symmetric chlorin syn dimers; unorthodox models for chlorophyll 'special pairs' in photosynthetic reaction centres

Taru Nikkonen; Raisa Haavikko; Juho Helaja

doi:10.1039/b819764d

Hydrogen bond driven self-assembled C2-symmetric chlorin syn dimers; unorthodox models for chlorophyll 'special pairs' in photosynthetic reaction centres

Org Biomol Chem. 2009 May 21;7(10):2046-52. doi: 10.1039/b819764d. Epub 2009 Mar 20.

Authors

Taru Nikkonen¹, Raisa Haavikko, Juho Helaja

Affiliation

¹ Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, A.I Virtasen aukio 1, P.O. Box 55, FIN-00014, University of Helsinki, Finland.

PMID: 19421441
DOI: 10.1039/b819764d

Abstract

Amide linked pyro-pheophorbide a dimers, equipped with a suitable length of linkage, assemble in non-polar solvents by internal hydrogen bonding into C2-symmetric stacked structures as evidenced by UV-vis, fluorescence, IR, CD, 1H NMR spectroscopy and DFT molecular modelling studies.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemistry*
Chlorophyll / analogs & derivatives
Chlorophyll / chemistry*
Circular Dichroism
Dimerization
Fluorescence
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Molecular Structure
Porphyrins / chemical synthesis*
Solvents / chemistry
X-Ray Diffraction

Substances

Amides
Porphyrins
Solvents
Chlorophyll
chlorin
pheophorbide a