Naphthalimide Trifluoroacetyl Acetonate: A Hydrazine-Selective Chemodosimetric Sensor

dc.contributor.utaustinauthorLee, Min Heeen_US
dc.contributor.utaustinauthorSessler, Jonathan L.en_US
dc.creatorLee, Min Heeen_US
dc.creatorYoon, Byungkwonen_US
dc.creatorKim, Jong Seungen_US
dc.creatorSessler, Jonathan L.en_US
dc.date.accessioned2016-09-23T18:04:44Z
dc.date.available2016-09-23T18:04:44Z
dc.date.issued2013-08en_US
dc.description.abstractThe trifluoroacetyl acetonate naphthalimide derivative 1 has been synthesized in good yield. In acetonitrile solution, compound 1 reacts selectively with hydrazine (NH2NH2) to give a five-membered ring. This leads to OFF-ON fluorescence with a maximum intensity at 501 nm as well as easily discernible color changes. Based on a readily discernible and reproducible 3.9% change in overall fluorescence intensity, the limit of detection for 1 is 3.2 ppb (0.1 mu M), which is below the accepted limit for hydrazine set by the U.S. Environmental Protection Agency (EPA). Compound 1 is selective for hydrazine over other amines, including NH4OH, NH2OH, ethylenediamine, methylamine, n-butylamine, piperazine, dimethylamine, triethylamine, pyridine, and is not perturbed by environmentally abundant metal ions. When supported on glass-backed silica gel TLC plates, compound 1 acts as a fluorimetric and colorimetric probe for hydrazine vapor at a partial pressure of 9.0 mm Hg, with selectivity over other potentially interfering volatile analytes, including ammonia, methylamine, n-butylamine, formaldehyde, acetaldehyde, H2O2, HCl, and CO2 being observed. Probe 1 can also be used for the detection of hydrazine in HeLa cells and does so without appreciable interference from other biologically abundant amines and metal ions.en_US
dc.description.departmentChemistryen_US
dc.description.sponsorshipU.S. National Science Foundation CHE-1057904en_US
dc.description.sponsorshipRobert A. Welch Foundation F-1018en_US
dc.description.sponsorshipCRI project grant from National Research Foundation of Korea (NRF)en_US
dc.description.sponsorshipKorea government (MSIP) 2009-0081566en_US
dc.identifierdoi:10.15781/T20R9M536
dc.identifier.citationLee, Min Hee, Byungkwon Yoon, Jong Seung Kim, and Jonathan L. Sessler. "Naphthalimide trifluoroacetyl acetonate: a hydrazine-selective chemodosimetric sensor." Chemical Science 4, no. 11 (Aug., 2013): 4121-4126.en_US
dc.identifier.doi10.1039/c3sc51813ben_US
dc.identifier.issn2041-6520en_US
dc.identifier.urihttp://hdl.handle.net/2152/41017
dc.language.isoEnglishen_US
dc.relation.ispartofen_US
dc.relation.ispartofserialChemical Scienceen_US
dc.rightsAdministrative deposit of works to Texas ScholarWorks: This works author(s) is or was a University faculty member, student or staff member; this article is already available through open access or the publisher allows a PDF version of the article to be freely posted online. The library makes the deposit as a matter of fair use (for scholarly, educational, and research purposes), and to preserve the work and further secure public access to the works of the University.en_US
dc.rights.restrictionOpenen_US
dc.subjecttrace hydrazineen_US
dc.subjectmethodologyen_US
dc.subjectfluorescenten_US
dc.subjectoxidationen_US
dc.subjecttoxicityen_US
dc.subjectammoniumen_US
dc.subjectprobeen_US
dc.subjectwateren_US
dc.subjectchemistry, multidisciplinaryen_US
dc.titleNaphthalimide Trifluoroacetyl Acetonate: A Hydrazine-Selective Chemodosimetric Sensoren_US
dc.typeArticleen_US

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