FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2020149787> ?p ?o ?g. }

• W2020149787 endingPage "11124" @default.
• W2020149787 startingPage "11115" @default.
• W2020149787 abstract "It was recently shown experimentally that 5-(guanidiniocarbonyl)-1H-pyrrole-2-carboxylate 1, a self-complementary zwitterion, dimerizes even in water with an unprecedented high association constant of K = 170 M-1 (J. Am. Chem. Soc. 2003, 125, 452−459). To get an insight into the importance of the various noncovalent binding interactions and of their interplay (electrostatic interactions, hydrogen binding, cooperative effects), we employ density functional theory to study the stability of several “knock-out” analogues in which single hydrogen bonds within these multiple point binding motif are switched off by replacing N−H hydrogen-donor groups with either methylene groups or an oxygen ether bridge. The influence of a highly polar solvent on the dimer stabilities is also examined. These calculations reproduce the experimental data for zwitterion 1. A comparison of 1 with the arginine dimer shows that the energy contents of the monomers also significantly influence the dimer stabilities. The analysis of the various “knock-out” analogues reveals as a main conclusion that simple models either based just on hydrogen-bond counting or on the assumption that the charge interaction by itself is the main and dominant factor fail to explain the stability of such self-assembled dimers. Our computations show that the hydrogen-bond network, the electrostatic attraction, and also their mutual interactions are responsible for the high stability of zwitterion 1." @default.
• W2020149787 created "2016-06-24" @default.
• W2020149787 creator A5047296162 @default.
• W2020149787 creator A5057504634 @default.
• W2020149787 creator A5091081791 @default.
• W2020149787 date "2005-07-19" @default.
• W2020149787 modified "2023-10-16" @default.
• W2020149787 title "“Knock-Out” Analogues as a Tool to Quantify Supramolecular Processes: A Theoretical Study of Molecular Interactions in Guanidiniocarbonyl Pyrrole Carboxylate Dimers" @default.
• W2020149787 cites W1965028081 @default.
• W2020149787 cites W1965665506 @default.
• W2020149787 cites W1966913034 @default.
• W2020149787 cites W1967211672 @default.
• W2020149787 cites W1968177278 @default.
• W2020149787 cites W1976766429 @default.
• W2020149787 cites W1981158778 @default.
• W2020149787 cites W1981914421 @default.
• W2020149787 cites W1984257456 @default.
• W2020149787 cites W1987482612 @default.
• W2020149787 cites W1989076738 @default.
• W2020149787 cites W1992124030 @default.
• W2020149787 cites W1995507794 @default.
• W2020149787 cites W1997380582 @default.
• W2020149787 cites W2000122226 @default.
• W2020149787 cites W2002088971 @default.
• W2020149787 cites W2004730676 @default.
• W2020149787 cites W2006398885 @default.
• W2020149787 cites W2013268943 @default.
• W2020149787 cites W2016861654 @default.
• W2020149787 cites W2017119618 @default.
• W2020149787 cites W2018877711 @default.
• W2020149787 cites W2026467865 @default.
• W2020149787 cites W2037416618 @default.
• W2020149787 cites W2038305447 @default.
• W2020149787 cites W2040404466 @default.
• W2020149787 cites W2046586901 @default.
• W2020149787 cites W2047944924 @default.
• W2020149787 cites W2049996223 @default.
• W2020149787 cites W2051308122 @default.
• W2020149787 cites W2054789208 @default.
• W2020149787 cites W2057627615 @default.
• W2020149787 cites W2058210956 @default.
• W2020149787 cites W2066360742 @default.
• W2020149787 cites W2070385041 @default.
• W2020149787 cites W2071814779 @default.
• W2020149787 cites W2077729746 @default.
• W2020149787 cites W2079038854 @default.
• W2020149787 cites W2085341294 @default.
• W2020149787 cites W2086957099 @default.
• W2020149787 cites W2087854675 @default.
• W2020149787 cites W2091106400 @default.
• W2020149787 cites W2095370936 @default.
• W2020149787 cites W2097818531 @default.
• W2020149787 cites W2126554223 @default.
• W2020149787 cites W2172114355 @default.
• W2020149787 cites W2950351129 @default.
• W2020149787 cites W2952425275 @default.
• W2020149787 doi "https://doi.org/10.1021/ja052536w" @default.
• W2020149787 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/16076219" @default.
• W2020149787 hasPublicationYear "2005" @default.
• W2020149787 type Work @default.
• W2020149787 sameAs 2020149787 @default.
• W2020149787 citedByCount "62" @default.
• W2020149787 countsByYear W20201497872012 @default.
• W2020149787 countsByYear W20201497872013 @default.
• W2020149787 countsByYear W20201497872014 @default.
• W2020149787 countsByYear W20201497872015 @default.
• W2020149787 countsByYear W20201497872016 @default.
• W2020149787 countsByYear W20201497872017 @default.
• W2020149787 countsByYear W20201497872018 @default.
• W2020149787 countsByYear W20201497872019 @default.
• W2020149787 countsByYear W20201497872020 @default.
• W2020149787 countsByYear W20201497872022 @default.
• W2020149787 crossrefType "journal-article" @default.
• W2020149787 hasAuthorship W2020149787A5047296162 @default.
• W2020149787 hasAuthorship W2020149787A5057504634 @default.
• W2020149787 hasAuthorship W2020149787A5091081791 @default.
• W2020149787 hasConcept C112887158 @default.
• W2020149787 hasConcept C117626034 @default.
• W2020149787 hasConcept C137277065 @default.
• W2020149787 hasConcept C147597530 @default.
• W2020149787 hasConcept C147789679 @default.
• W2020149787 hasConcept C152365726 @default.
• W2020149787 hasConcept C178790620 @default.
• W2020149787 hasConcept C185592680 @default.
• W2020149787 hasConcept C2776712067 @default.
• W2020149787 hasConcept C2778074193 @default.
• W2020149787 hasConcept C2778743342 @default.
• W2020149787 hasConcept C2779546866 @default.
• W2020149787 hasConcept C32909587 @default.
• W2020149787 hasConcept C71240020 @default.
• W2020149787 hasConcept C93275456 @default.
• W2020149787 hasConceptScore W2020149787C112887158 @default.
• W2020149787 hasConceptScore W2020149787C117626034 @default.
• W2020149787 hasConceptScore W2020149787C137277065 @default.
• W2020149787 hasConceptScore W2020149787C147597530 @default.
• W2020149787 hasConceptScore W2020149787C147789679 @default.
• W2020149787 hasConceptScore W2020149787C152365726 @default.
• W2020149787 hasConceptScore W2020149787C178790620 @default.

• next