Тип публикации: статья из журнала
Год издания: 2014
Идентификатор DOI: 10.1002/anie.201400529
Ключевые слова: bioluminescence, luciferin, natural products, NMR spectroscopy, total synthesis, Biosynthesis, Fluorescence, Isomers, Nuclear magnetic resonance spectroscopy, Phosphorescence, Spectroscopic analysis, Aminobutyric acids, Bioluminescent systems, Isomeric structures, Mechanism of action, Structure elucidation, Amino acids, adenosine triphosphate, luminescent agent, peptide, animal, chemistry, isomerism, luminescence, metabolism, Oligochaeta, Russian Federation, synthesis, Animals, Luminescent Agents, Luminescent Measurements, Peptides, Siberia
Аннотация: The structure elucidation and synthesis of the luciferin from the recently discovered luminous earthworm Fridericia heliota is reported. This luciferin is a key component of a novel ATP-dependent bioluminescence system. UV, fluorescence, NMR, and HRMS spectroscopy studies were performed on 0.005 mg of the isolated substance and revПоказать полностьюealed four isomeric structures that conform to spectral data. These isomers were chemically synthesized and one of them was found to produce light when reacted with a protein extract from F. heliota. The novel luciferin was found to have an unusual extensively modified peptidic nature, thus implying an unprecedented mechanism of action.
Журнал: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Выпуск журнала: Vol. 53, Is. 22
Номера страниц: 5566-5568
ISSN журнала: 14337851
Место издания: WEINHEIM
Издатель: WILEY-V C H VERLAG GMBH