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Preparation and crystal structure of methyl [12-acetyl-8-ethyl]-bacteriopheophorbide d. – A new bacteriochlorophyll derivative

✍ Scribed by Senge, Mathias O. ;Bobe, Frank W. ;Huster, Michael S. ;Smith, Kevin M.

Book ID
102367156
Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
441 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Reaction of methyl bacteriopheophorbide d 2 in tetrahydrofuran with sodium methoxide led to oxidation of the ethyl side chain at position 12 to afford an acetyl group. Experiments with ^18^O~2~ suggest a mechanism via abstraction of a proton and reaction of the secondary radical formed with molecular oxygen. The implications of this mechanism for the biosynthesis of the bacteriochlorophylls are discussed. The 12‐acetyl compound 3 was investigated by X‐ray crystallography.

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