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N 21 ,N 22 ‐carbonyl‐bridged biliverdin. red‐blue color change effected by conformation
Author(s) -
Boiadjiev Stefan E.,
Lightner David A.
Publication year - 2005
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570420126
Subject(s) - chemistry , chloroform , trifluoroacetic acid , magenta , biliverdin , yield (engineering) , medicinal chemistry , photochemistry , organic chemistry , heme , materials science , heme oxygenase , inkwell , composite material , metallurgy , enzyme
Abstract An N 21 ,N 22 ‐carbonyl‐bridged mesobiliverdin, prepared in high yield by reaction of the unbridged parent (λ max 639 nm, ϵ 15,700, chloroform) with 1,1′‐carbonyldiimidazole and 1,8‐diazabicyclo[5.4.0]undec‐7‐ene, gave magenta‐colored solutions in chloroform that absorb strongly in the visible spectrum (λ max 534 nm, ϵ 27,700) and shifted to bright blue (λ max 669 nm, ϵ 35,300) upon addition of trifluoroacetic acid.