Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 6, 2019
Previous Article Next Article

Structure and conformation of photosynthetic pigments and related compounds. 15. Conformational analysis of chlorophyll derivatives – implications for hydroporphyrins in vivo

Author affiliations

Abstract

Chlorophylls are fundamental macrocyclic cofactors in photosynthetic reaction centers and light-harvesting complexes. Their biological function is well understood on the basis of protein structural data and a significant body of information indicates that the conformation of tetrapyrroles plays a large role in controlling their biological activity. While there is no small molecule crystal structure of chlorophyll, the normal-coordinate structural decomposition (NSD) method is a very useful analytical tool for conformational analysis of chlorophylls, using tetrapyrroles that mimic their structure. NSD allows for an analysis of the individual macrocyclic distortion modes and their contributions to the overall conformation. Herein, we present our own validation of the NSD program and use it to carry out a conformational analysis of chlorophyll-related compounds. Metal insertions, peripheral substituents, and solvents in the unit cell give rise to different NSD profiles in chlorophyll derivatives. These range from planar and non-planar conformations upon metal insertions, to polar peripheral substituents, and fused rings in chlorins. Substituent effects are clearly evidenced in highly β-substituted chlorins and while bacteriochlorins and isobacteriochlorins experience similar effects to the chlorins, they are also subject to solvent effects, causing the macrocycle to be non-planar. Overall, we report a first conformational analysis of all ‘chlorophyll’-related small molecule crystal structures at an atomic level.

Graphical abstract: Structure and conformation of photosynthetic pigments and related compounds. 15. Conformational analysis of chlorophyll derivatives – implications for hydroporphyrins in vivo

Back to tab navigation

Supplementary files

Article information


Submitted
01 Nov 2018
Accepted
01 Apr 2019
First published
02 Apr 2019

Photochem. Photobiol. Sci., 2019,18, 1479-1494
Article type
Paper

Structure and conformation of photosynthetic pigments and related compounds. 15. Conformational analysis of chlorophyll derivatives – implications for hydroporphyrins in vivo

D. Gibbons, K. J. Flanagan, L. Pounot and M. O. Senge, Photochem. Photobiol. Sci., 2019, 18, 1479
DOI: 10.1039/C8PP00500A

Social activity

Search articles by author

Spotlight

Advertisements