Chlorophyll Catabolism Leading to the Skeleton of Dinoflagellate and Krill Luciferins: Hypothesis and Model Studies

Remarkable selectivity is exhibited in the photooxidation of 20‐methoxychlorin methyl ester (1) to exclusively yield the C1−C20 bond cleaved product 2. This selectivity lends strong support to the hypothesis that a hydroxy or equivalent group at C20 directs the C1−C20 bond cleavage that transforms c...

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Published inAngewandte Chemie International Edition Vol. 40; no. 20; pp. 3892 - 3894
Main Authors Topalov, George, Kishi, Yoshito
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 15.10.2001
WILEY‐VCH Verlag GmbH
Wiley
Subjects
Chemistry
Chemistry, Multidisciplinary
chemoselectivity
chlorophyll catabolism
cleavage reactions
photooxidation
Physical Sciences
porphyrinoids
Science & Technology
chemoselectivity
porphyrinoids
BACTERIOCHLOROPHYLL-E
photooxidation
CHLORELLA-PROTOTHECOIDES
chlorophyll catabolism
DEGRADATION
DERIVATIVES
cleavage reactions
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Summary:Remarkable selectivity is exhibited in the photooxidation of 20‐methoxychlorin methyl ester (1) to exclusively yield the C1−C20 bond cleaved product 2. This selectivity lends strong support to the hypothesis that a hydroxy or equivalent group at C20 directs the C1−C20 bond cleavage that transforms chlorophylls into krill and dinoflagellate luciferins.
Bibliography:ark:/67375/WNG-5S39JVFV-5
istex:73BDD25775F98F99AD12C08C1548E0E6BBF1C8FD
ArticleID:ANIE3892
Financial support from the National Institutes of Health (NS 12108) is gratefully acknowledged.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20011015)40:20<3892::AID-ANIE3892>3.0.CO;2-H