{"title":"Dynamic Control of Chiral Recognition in Water-Soluble Naphthotubes Induced by Hydrostatic Pressure","authors":"Junnosuke Motoori, Tomokazu Kinoshita, Hongxin Chai, Ming-Shuang Li, Song-Meng Wang, Wei Jiang and Gaku Fukuhara*, ","doi":"10.1021/acsnanoscienceau.4c0005210.1021/acsnanoscienceau.4c00052","DOIUrl":"https://doi.org/10.1021/acsnanoscienceau.4c00052https://doi.org/10.1021/acsnanoscienceau.4c00052","url":null,"abstract":"<p >The dynamic control of chiral (enantiomeric) responses in chiral host–guest complexes through external stimuli is a significant challenge in modern chemistry for developing smart stimuli-responsive materials. Herein, we report the (chir)optical properties and chiral recognition behavior of water-soluble chiral naphthotubes (<b>1</b>) under the influence of hydrostatic pressure as an external stimulus. The hydrostatic pressure spectral profiles compared to those obtained at normal pressure revealed the dynamic behavior of <b>1</b> under hydrostatic pressure, owing to the flexible linker. In chiral recognition experiments, hydrophilic amino acids such as phenylalanine (Phe) and tryptophan (Trp) exhibited reaction volume changes (Δ<i>V</i>°) of −0.9 cm<sup>3</sup> mol<sup>–1</sup> for <span>d</span>-Phe, −1.2 cm<sup>3</sup> mol<sup>–1</sup> for <span>l</span>-Phe, −5.6 cm<sup>3</sup> mol<sup>–1</sup> for <span>d</span>-Trp, and −7.0 cm<sup>3</sup> mol<sup>–1</sup> for <span>l</span>-Trp, with enantioselectivity ranging from 1.2 to 1.6. In contrast, hydrophobic chiral styrene oxide (<b>2</b>) showed Δ<i>V</i>° values of 1.5 cm<sup>3</sup> mol<sup>–1</sup> for <i>R</i>-<b>2</b> and 3.5 cm<sup>3</sup> mol<sup>–1</sup> for <i>S-</i><b>2</b>, with a relatively higher enantioselectivity of up to 7.6. These contrasting effects of hydrostatic pressure primarily originate from the dynamics of chiral naphthotubes.</p>","PeriodicalId":29799,"journal":{"name":"ACS Nanoscience Au","volume":"4 6","pages":"435–442 435–442"},"PeriodicalIF":4.8,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acsnanoscienceau.4c00052","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142851218","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"","authors":"Katelyn J. Baumler, and , Raymond E. Schaak*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29799,"journal":{"name":"ACS Nanoscience Au","volume":"4 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.8,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acsnanoscienceau.4c00010","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144461863","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abigail R. Orun, Caroline K. Slaughter, Ethan T. Shields, Ananya Vajapayajula, Sara Jones, Rojina Shrestha and Christopher D. Snow*,
{"title":"","authors":"Abigail R. Orun, Caroline K. Slaughter, Ethan T. Shields, Ananya Vajapayajula, Sara Jones, Rojina Shrestha and Christopher D. Snow*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29799,"journal":{"name":"ACS Nanoscience Au","volume":"4 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.8,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acsnanoscienceau.4c00013","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144461860","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}