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The (+)‐ cis ‐ and (+)‐ trans ‐Olibanic Acids: Key Odorants of Frankincense
Author(s) -
CeruttiDelasalle Céline,
Mehiri Mohamed,
Cagliero Cecilia,
Rubiolo Patrizia,
Bicchi Carlo,
Meierhenrich Uwe J.,
Baldovini Nicolas
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201605242
Subject(s) - odor , chemistry , stereochemistry , organic chemistry
Frankincense (olibanum) is one of the oldest aromatic materials used by humans, but the key molecular constituents contributing to its characteristic odor remained unknown. Reported herein is the discovery that (1 S ,2 S )‐(+)‐ trans ‐ and (1 S ,2 R )‐(+)‐ cis ‐2‐octylcyclopropyl‐1‐carboxylic acids are highly potent and substantive odorants occurring in ppm amounts in all of the frankincense samples analyzed, even those showing radically different volatile compositions. These cyclopropyl‐derived acids provide the very characteristic old churchlike endnote of the frankincense odor.