Native Chemical Ligation-Based Fluorescent Probes for Cysteine and Aminopeptidase N Using meso-thioester-BODIPY
DC Field | Value | Language |
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dc.contributor.author | Lee, Uisung | - |
dc.contributor.author | Kim, Tae-Il | - |
dc.contributor.author | Jeon, Sungjin | - |
dc.contributor.author | Luo, Yongyang | - |
dc.contributor.author | Cho, Siyoung | - |
dc.contributor.author | Bae, Jeehyeon | - |
dc.contributor.author | Kim, Youngmi | - |
dc.date.accessioned | 2021-11-10T02:40:24Z | - |
dc.date.available | 2021-11-10T02:40:24Z | - |
dc.date.issued | 2021-09-01 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.issn | 1521-3765 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/51288 | - |
dc.description.abstract | meso-Carboxyl-BODIPY responds to small electronic changes resulting from acyl substitution reactions with a marked change in fluorescence. Herein, the minute changes that accompany the thioester to amide conversion encountered in native chemical ligation (NCL) are exploited in the construction of fluorescent "turn-on" probes. Two fluorogenic probes, 1 a and 4, derived from a meso-thioester-BODIPY scaffold, were designed for the selective detection of cysteine (1 a) and aminopeptidase N (4), respectively. The aromatic (1 a) and aliphatic (4) thioesters of meso-carboxyl-BODIPY are nonfluorescent. However, specific analyte-induced conversion to the meso-amide derivative caused significant spectral changes and a dramatic fluorescence enhancement. Probe 1 a exhibited a large fluorescence "turn-on" response with high selectivity toward cysteine via a tandem NCL reaction. Probe 4 was successfully applied to the monitoring and imaging of endogenous aminopeptidase N in live cancer cells. | - |
dc.format.extent | 7 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Native Chemical Ligation-Based Fluorescent Probes for Cysteine and Aminopeptidase N Using meso-thioester-BODIPY | - |
dc.type | Article | - |
dc.identifier.doi | 10.1002/chem.202101990 | - |
dc.identifier.bibliographicCitation | CHEMISTRY-A EUROPEAN JOURNAL, v.27, no.49, pp 12545 - 12551 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000671908900001 | - |
dc.identifier.scopusid | 2-s2.0-85110357470 | - |
dc.citation.endPage | 12551 | - |
dc.citation.number | 49 | - |
dc.citation.startPage | 12545 | - |
dc.citation.title | CHEMISTRY-A EUROPEAN JOURNAL | - |
dc.citation.volume | 27 | - |
dc.type.docType | Article | - |
dc.publisher.location | 독일 | - |
dc.subject.keywordAuthor | aminopeptidase N | - |
dc.subject.keywordAuthor | biothiols | - |
dc.subject.keywordAuthor | BODIPY | - |
dc.subject.keywordAuthor | cysteine | - |
dc.subject.keywordAuthor | fluorescent Probe | - |
dc.subject.keywordPlus | SELECTIVE DETECTION | - |
dc.subject.keywordPlus | THERAPEUTIC TARGET | - |
dc.subject.keywordPlus | GLUTATHIONE | - |
dc.subject.keywordPlus | BESTATIN | - |
dc.subject.keywordPlus | EMISSION | - |
dc.subject.keywordPlus | CELLS | - |
dc.subject.keywordPlus | DYES | - |
dc.subject.keywordPlus | HOMOCYSTEINE | - |
dc.subject.keywordPlus | INHIBITOR | - |
dc.subject.keywordPlus | CONJUGATE | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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