title: Modification of 3-substituents in (bacterio)chlorophyll derivatives to prepare 3-ethylated, methylated, and unsubstituted (nickel) pyropheophorbides and their optical properties.
abstract: Methyl mesopyropheophorbide-a possessing an ethyl group at the 3-position, its 3(1)-demethyl analogue (3-methyl homologue), and its 3(1)-deethyl analogue (3-unsubstituted chlorin) were prepared by modifying naturally occurring (bacterio)chlorophylls bearing 3-vinyl, formyl, acetyl, and 1-hydroxyethyl groups. These synthetic 3-(un)substituted chlorophyll derivatives and their nickel complexes are probable intermediates during degradation of (bacterio)chlorophylls to chemically stable porphyrinoids. The optical properties (visible absorption, circular dichroism, and fluorescence emission) of the catabolic candidates in a solution were measured, and the substitution effect was investigated.
authors.affiliation: Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan. tamiaki@fc.ritsumei.ac.jp
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Tamiaki
authors.forename: Shinnosuke
authors.initials: S
authors.lastname: Machida
authors.forename: Keisuke
authors.initials: K
authors.lastname: Mizutani
mesh_terms: D000478:Alkylation; D002734:Chlorophyll / Q000737:chemistry*; D002942:Circular Dichroism; D007700:Kinetics; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism
chemical_list: D009942:Organometallic Compounds; D011166:Porphyrins; D002734:Chlorophyll; D009532:Nickel