Design and synthesis of non-hydrolyzable homoisoprenoid ?-monofluorophosphonate inhibitors of PPAPDC family integral membrane lipid phosphatases.
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ABSTRACT:
SUBMITTER: Subramanian T
PROVIDER: S-EPMC4206410 | biostudies-literature | 2014 Sep
REPOSITORIES: biostudies-literature
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Design and synthesis of non-hydrolyzable homoisoprenoid α-monofluorophosphonate inhibitors of PPAPDC family integral membrane lipid phosphatases.
Subramanian Thangaiah T Ren Hongmei H Subramanian Karunai Leela KL Sunkara Manjula M Onono Fredrick O FO Morris Andrew J AJ Spielmann H Peter HP
Bioorganic & medicinal chemistry letters 20140812 18
An efficient, diversity oriented synthesis of homoisoprenoid α-monofluorophosphonates utilizing electrophilic fluorination is presented along with their activity as inhibitors of PPAPDC2 family integral membrane lipid phosphatases. These novel phosphatase-resistant analogues of isoprenoid monophosphates are a platform for further structure-activity relationship studies and provide access to other isoprenoid family members where the phosphate ester oxygen is replaced by a α-monofluoromethylene mo ...[more]
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