ArticleAngewandte Chemie (International ed. in English)2019
Conformational Re-engineering of Porphyrins as Receptors with Switchable N-H⋅⋅⋅X-Type Binding Modes.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 42 citations in OpenAlex.
- C-C Coupling in sterically demanding porphyrin environments.Beilstein journal of organic chemistry · 2024Article
- Polyoxa- and Polyazamacrocycles Incorporating 6,7-Diaminoquinoxaline Moiety: Synthesis and Application as Tunable Optical pH-Indicators in Aqueous Solution.Molecules (Basel, Switzerland) · 2023Article
- Crownphyrins: Metal-Mediated Transformations of the Porphyrin-Crown Ether Hybrids.Angewandte Chemie (International ed. in English) · 2022Article
- Self-Organization of Porphyrin-POM Dyads: Nonplanar Diacids and Oxoanions in Low-Dimensional H-Bonding Networks.Molecules (Basel, Switzerland) · 2022Article
- Preorganized Homochiral Pyrrole-Based Receptors That Display Enantioselective Anion Binding.European journal of organic chemistry · 2022Article
- Steric Repulsion Induced Conformational Switch in Supramolecular Structures.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Nanoformulation of Tetrapyrroles Derivatives in Photodynamic Therapy: A Focus on Bacteriochlorin.Evidence-based complementary and alternative medicine : eCAM · 2022Review
- Strategic Synthesis of 'Picket Fence' Porphyrins Based on Nonplanar Macrocycles.European journal of organic chemistry · 2021Article
- Nucleophilic Aromatic Substitution (SEuropean journal of organic chemistry · 2021Review
- Elucidating Atropisomerism in Nonplanar Porphyrins with Tunable Supramolecular Complexes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Porphyrins as Colorimetric and Photometric Biosensors in Modern Bioanalytical Systems.Chembiochem : a European journal of chemical biology · 2020Review
- Short-Chained Anthracene Strapped Porphyrins and their Endoperoxides.European journal of organic chemistry · 2020Article
- Crystal structures of 2,3,7,8,12,13,17,18-octa-bromo-5,10,15,20-tetra-kis-(penta-fluoro-phen-yl)porphyrin as the chloro-form monosolvate and tetra-hydro-furan monosolvate.Acta crystallographica. Section E, Crystallographic communications · 2020Article
- Conformational Re-engineering of Porphyrins as Receptors with Switchable N-H⋅⋅⋅X-Type Binding Modes.Angewandte Chemie (International ed. in English) · 2019Article
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Authors and funding
4 authors at 1 institution in 2 countries.
Funding
Abstract
The selectivity and functional variability of porphyrin cofactors are typically based on substrate binding of metalloporphyrins wherein the pyrrole nitrogen units only serve to chelate the metal ions. Yet, using the porphyrin inner core system for other functions is possible through conformational engineering. As a first step towards porphyrin "enzyme-like" active centers, a structural and spectroscopic study of substrate binding to the inner core porphyrin system shows that a highly saddle-distorted porphyrin with peripheral amino receptor groups (1, 2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(2-aminophenyl)porphyrin) coordinates analytes in a switchable manner dependent on the acidity of the solution. The supramolecular ensemble exhibits exceptionally high affinity to and selectivity for the pyrophosphate anion (2.26±0.021)×10
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.