{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,27]],"date-time":"2026-06-27T08:13:56Z","timestamp":1782548036237,"version":"3.54.5"},"reference-count":42,"publisher":"Wiley","issue":"45","license":[{"start":{"date-parts":[[2021,10,5]],"date-time":"2021-10-05T00:00:00Z","timestamp":1633392000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100000266","name":"Engineering and Physical Sciences Research Council","doi-asserted-by":"publisher","award":["EP\/R512333\/1"],"award-info":[{"award-number":["EP\/R512333\/1"]}],"id":[{"id":"10.13039\/501100000266","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,11,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Hydrogen sulfide (H<jats:sub>2<\/jats:sub>S) plays a crucial signalling role in a variety of physiological systems, existing as the hydrosulfide anion (HS<jats:sup>\u2212<\/jats:sup>) at physiological pH. Combining the potency of halogen bonding (XB) for anion recognition in water with coumarin fluorophore incorporation in acyclic host structural design, the first XB receptors to bind and, more importantly, sense the hydrosulfide anion in pure water in a reversible chemosensing fashion are demonstrated. The XB receptors exhibit characteristic selective quenching of fluorescence upon binding to HS<jats:sup>\u2212<\/jats:sup>. Computational DFT and molecular dynamics simulations in water corroborate the experimental anion binding observations, revealing the mode and nature of HS<jats:sup>\u2212<\/jats:sup> recognition by the XB receptors.<\/jats:p>","DOI":"10.1002\/anie.202110442","type":"journal-article","created":{"date-parts":[[2021,9,8]],"date-time":"2021-09-08T11:19:29Z","timestamp":1631099969000},"page":"24048-24053","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Hydrosulfide (HS<sup>\u2212<\/sup>) Recognition and Sensing in Water by Halogen Bonding Hosts"],"prefix":"10.1002","volume":"60","author":[{"given":"Edward J.","family":"Mitchell","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Oxford Chemistry Research Laboratory  Mansfield Road Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adam J.","family":"Beecroft","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Oxford Chemistry Research Laboratory  Mansfield Road Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonathan","family":"Martin","sequence":"additional","affiliation":[{"name":"Radioactive Waste Management  Building 329, Thomson Avenue, Harwell Campus Didcot OX11 0GD UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sally","family":"Thompson","sequence":"additional","affiliation":[{"name":"Radioactive Waste Management  Building 329, Thomson Avenue, Harwell Campus Didcot OX11 0GD UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Igor","family":"Marques","sequence":"additional","affiliation":[{"name":"CICECO\u2014Aveiro Institute of Materials Department of Chemistry University of Aveiro  3810-193 Aveiro Portugal"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"V\u00edtor","family":"F\u00e9lix","sequence":"additional","affiliation":[{"name":"CICECO\u2014Aveiro Institute of Materials Department of Chemistry University of Aveiro  3810-193 Aveiro Portugal"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0810-9716","authenticated-orcid":false,"given":"Paul D.","family":"Beer","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Oxford Chemistry Research Laboratory  Mansfield Road Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,10,5]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201309937"},{"key":"e_1_2_2_1_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201309937"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs35087d"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201506589"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201506589"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.1096\/fj.02-0211hyp"},{"key":"e_1_2_2_5_1","doi-asserted-by":"publisher","DOI":"10.1152\/physrev.00017.2011"},{"key":"e_1_2_2_6_1","doi-asserted-by":"publisher","DOI":"10.1161\/CIRCRESAHA.114.300505"},{"key":"e_1_2_2_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrd4433"},{"key":"e_1_2_2_8_1","doi-asserted-by":"publisher","DOI":"10.3390\/microorganisms3040866"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.niox.2015.08.004"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0039-9140(00)00421-5"},{"key":"e_1_2_2_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2012.07.014"},{"key":"e_1_2_2_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201605757"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201605757"},{"key":"e_1_2_2_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC09405A"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC00470F"},{"key":"e_1_2_2_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c00441"},{"key":"e_1_2_2_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200800128"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200800128"},{"key":"e_1_2_2_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00484"},{"key":"e_1_2_2_18_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC03638D"},{"key":"e_1_2_2_19_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8NJ00420J"},{"key":"e_1_2_2_20_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2111"},{"key":"e_1_2_2_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201803902"},{"key":"e_1_2_2_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b00148"},{"key":"e_1_2_2_23_1","unstructured":"Attempts to undertake1H\u2005NMR anion titration studies withXB1andXB2receptors were thwarted by solubility problems with the respective receptors being insufficiently soluble in D2O at the required mmconcentrations."},{"key":"e_1_2_2_24_1","unstructured":"The amine pKaofXB3(10.29) andHB3(9.98) were experimentally determined by monitoring changes in fluorescence with pH (Figure\u2005S5-1)."},{"key":"e_1_2_2_25_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC03888C"},{"key":"e_1_2_2_26_1","unstructured":"http:\/\/supramolecular.org\/."},{"key":"e_1_2_2_27_1","unstructured":"To rule out the possibility of HS\u2212reacting withXB1 electrospray mass spectrometry (EMS) experiments monitoring 10\u2005\u03bcmXB1in 10\u2005mmHEPES aqueous buffer (7.4 pH) in the presence of excess equivalents of HS\u2212were conducted no evidence of reaction was observed (Figure\u2005S6-1)."},{"key":"e_1_2_2_28_1","unstructured":"Titrations of buffered 10\u2005\u03bcmreceptorXB3against NaOH revealed no change in fluorescence (Figure\u2005S3-5)."},{"key":"e_1_2_2_29_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9RA06698E"},{"key":"e_1_2_2_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.22885"},{"key":"e_1_2_2_31_1","doi-asserted-by":"publisher","DOI":"10.1017\/CBO9780511614569"},{"key":"e_1_2_2_32_1","volume-title":"Atoms in Molecules: A Quantum Theory","author":"Bader R. 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As expected the model receptors\u2019 binding affinities for both anions are higher in the gas phase as the XB dimensions have shorter C\u2212I\u22c5\u22c5\u22c5SH\u2212and C\u2212I\u22c5\u22c5\u22c5I\u2212distances. Nevertheless the interaction energies in gas phase and in water follow the same trend (see Tables\u2005S9-1 and S9-2)."}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202110442","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202110442","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202110442","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,8,27]],"date-time":"2023-08-27T02:23:16Z","timestamp":1693102996000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202110442"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,10,5]]},"references-count":42,"journal-issue":{"issue":"45","published-print":{"date-parts":[[2021,11,2]]}},"alternative-id":["10.1002\/anie.202110442"],"URL":"https:\/\/doi.org\/10.1002\/anie.202110442","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,10,5]]},"assertion":[{"value":"2021-08-04","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-10-05","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}