Matches in SemOpenAlex for { <https://semopenalex.org/work/W2051657466> ?p ?o ?g. }
- W2051657466 endingPage "865" @default.
- W2051657466 startingPage "852" @default.
- W2051657466 abstract "This article describes the synthesis and in vitro biological affinities of (poly)fluorinated neprilysin inhibitors. Two series of inhibitors with F-substitution of the central benzimidazole platform of the ligands and the benzylic vector to fill the S1’ pocket of NEP were investigated. The S1’ pocket was found to be highly fluorophobic, and F-substitution led to significantly decreased binding affinities of inhibitors. This result is explained by electrostatically unfavorable close contacts of organic fluorine with the negatively polarized π-surfaces of surrounding aromatic amino acid side chains. In contrast, the protein environment around the benzimidazole platform, with three electropositive guanidinium side chains of Arg residues, was found to provide a fluorophilic environment. Overall, the data support that organic fluorine, with its high negative charge density prefers to orient into electropositive regions of receptor sites. pKa measurements of fluorinated ligands provided several simple patterns for the prediction of pKa values of benzimidazoles, important building blocks in medicinal chemistry." @default.
- W2051657466 created "2016-06-24" @default.
- W2051657466 creator A5016532698 @default.
- W2051657466 creator A5018121191 @default.
- W2051657466 creator A5023380204 @default.
- W2051657466 creator A5023767070 @default.
- W2051657466 creator A5045001184 @default.
- W2051657466 creator A5064252894 @default.
- W2051657466 creator A5086061678 @default.
- W2051657466 date "2008-09-01" @default.
- W2051657466 modified "2023-09-24" @default.
- W2051657466 title "A fluorine scan of non-peptidic inhibitors of neprilysin: Fluorophobic and fluorophilic regions in an enzyme active site" @default.
- W2051657466 cites W141830102 @default.
- W2051657466 cites W1543111690 @default.
- W2051657466 cites W1545907965 @default.
- W2051657466 cites W1895241692 @default.
- W2051657466 cites W1969385751 @default.
- W2051657466 cites W1977057370 @default.
- W2051657466 cites W1980029715 @default.
- W2051657466 cites W1982020111 @default.
- W2051657466 cites W1983401069 @default.
- W2051657466 cites W1983500789 @default.
- W2051657466 cites W1987341100 @default.
- W2051657466 cites W1990322371 @default.
- W2051657466 cites W1993945412 @default.
- W2051657466 cites W1994784967 @default.
- W2051657466 cites W2000181720 @default.
- W2051657466 cites W2001845444 @default.
- W2051657466 cites W2013483929 @default.
- W2051657466 cites W2021212968 @default.
- W2051657466 cites W2022304550 @default.
- W2051657466 cites W2024667090 @default.
- W2051657466 cites W2030011352 @default.
- W2051657466 cites W2037050025 @default.
- W2051657466 cites W2039984482 @default.
- W2051657466 cites W2042148434 @default.
- W2051657466 cites W2045715799 @default.
- W2051657466 cites W2046865973 @default.
- W2051657466 cites W2048631643 @default.
- W2051657466 cites W2052230494 @default.
- W2051657466 cites W2053884159 @default.
- W2051657466 cites W2055311060 @default.
- W2051657466 cites W2061957367 @default.
- W2051657466 cites W2062489834 @default.
- W2051657466 cites W2063915017 @default.
- W2051657466 cites W2069920566 @default.
- W2051657466 cites W2071525462 @default.
- W2051657466 cites W2076576000 @default.
- W2051657466 cites W2077266124 @default.
- W2051657466 cites W2082908643 @default.
- W2051657466 cites W2099925248 @default.
- W2051657466 cites W2110288089 @default.
- W2051657466 cites W2150352263 @default.
- W2051657466 cites W2156485063 @default.
- W2051657466 cites W2157163713 @default.
- W2051657466 cites W2174286721 @default.
- W2051657466 cites W2952722544 @default.
- W2051657466 cites W4238052567 @default.
- W2051657466 cites W47962190 @default.
- W2051657466 doi "https://doi.org/10.1016/j.jfluchem.2008.02.004" @default.
- W2051657466 hasPublicationYear "2008" @default.
- W2051657466 type Work @default.
- W2051657466 sameAs 2051657466 @default.
- W2051657466 citedByCount "21" @default.
- W2051657466 countsByYear W20516574662012 @default.
- W2051657466 countsByYear W20516574662014 @default.
- W2051657466 countsByYear W20516574662015 @default.
- W2051657466 countsByYear W20516574662016 @default.
- W2051657466 countsByYear W20516574662019 @default.
- W2051657466 countsByYear W20516574662021 @default.
- W2051657466 countsByYear W20516574662022 @default.
- W2051657466 crossrefType "journal-article" @default.
- W2051657466 hasAuthorship W2051657466A5016532698 @default.
- W2051657466 hasAuthorship W2051657466A5018121191 @default.
- W2051657466 hasAuthorship W2051657466A5023380204 @default.
- W2051657466 hasAuthorship W2051657466A5023767070 @default.
- W2051657466 hasAuthorship W2051657466A5045001184 @default.
- W2051657466 hasAuthorship W2051657466A5064252894 @default.
- W2051657466 hasAuthorship W2051657466A5086061678 @default.
- W2051657466 hasConcept C104826730 @default.
- W2051657466 hasConcept C170493617 @default.
- W2051657466 hasConcept C178790620 @default.
- W2051657466 hasConcept C181199279 @default.
- W2051657466 hasConcept C185592680 @default.
- W2051657466 hasConcept C202751555 @default.
- W2051657466 hasConcept C204921945 @default.
- W2051657466 hasConcept C21951064 @default.
- W2051657466 hasConcept C2778484023 @default.
- W2051657466 hasConcept C2780283098 @default.
- W2051657466 hasConcept C3018795828 @default.
- W2051657466 hasConcept C41183919 @default.
- W2051657466 hasConcept C506198293 @default.
- W2051657466 hasConcept C521977710 @default.
- W2051657466 hasConcept C55493867 @default.
- W2051657466 hasConcept C71240020 @default.
- W2051657466 hasConceptScore W2051657466C104826730 @default.
- W2051657466 hasConceptScore W2051657466C170493617 @default.
- W2051657466 hasConceptScore W2051657466C178790620 @default.