Selectively fluorinated citronellol analogues support a hydrogen bonding donor interaction with the human OR1A1 olfactory receptor
Date
10/06/2022Metadata
Show full item recordAbstract
C-2 fluorinated and methylated stereoisomers of the fragrance citronellol 1 and its oxalate esters were prepared from (R)-pulegone 11 and explored as agonists of the human olfactory receptor OR1A1 and assayed also against site-specific mutants. There were clear isomer preferences and C-2 difluorination as in 18 led to the most active compound suggesting an important hydrogen bond donor role for citronellol 1. C-2 methylation and the corresponding oxalate ester analogues were less active.
Citation
He , M , Liu , W , Zhang , C , Liu , Y , Zhuang , H & O'Hagan , D 2022 , ' Selectively fluorinated citronellol analogues support a hydrogen bonding donor interaction with the human OR1A1 olfactory receptor ' , Organic Letters , vol. Articles ASAP . https://doi.org/10.1021/acs.orglett.2c01635
Publication
Organic Letters
Status
Peer reviewed
ISSN
1523-7060Type
Journal article
Description
Authors thank the Chinese Scholarship Council for funding a Studentship (No. 202008060063) at the University of St. Andrews, U.K.Collections
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