(E)-2-Cyano-3-(5 Alpha-Piperidin-1-Yl-2, 2 Alpha-Bithien-5-Yl)acrylic Acid: A Fluorescent Probe For Detecting Prefibrillar Oligomers

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(E)-2-Cyano-3-(5 Alpha-Piperidin-1-Yl-2, 2 Alpha-Bithien-5-Yl)acrylic Acid: A Fluorescent Probe For Detecting Prefibrillar Oligomers (86 visite)

Attanasio F, Bonaccorso C, Bellia F, Cataldo S, Fortuna CG, Musumarra G, Pignataro B, Rizzarelli E

European Journal Of Organic Chemistry (ISSN: 1434-193x), 2013 Jun; (18): 3635-3639.

Tipo di articolo: Journal Article,

Impact factor: 3.154

Impact factor a 5 anni: 3.001

Parole chiave: Aggregation, Atomic Force Microscopy, Electrophoresis, Fluorescent Probes, Heterocycles,

Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84879205787&partnerID=40&md5=92c0b615364f9ec0769ce819abc7e86a

The synthesis of (E)-2-cyano-3-(5′-piperidin-1-yl-2,2′-bithien- 5-yl)acrylic acid, a novel amyloid aggregation fluorescent probe, is reported. This new probe is able to monitor soluble oligomeric aggregates after 24 h, at which time Thioflavin T emission, commonly used to monitor amyloid fibril formation, remains unchanged. Atomic force microscopy, native polyacrylamide gel electrophoresis, and dynamic light scattering confirm that the earlier stages of aggregation are prefibrillar oligomeric species not possessing the amyloid structure. This new molecular scaffold expands the toolbox of fluorescent probes for the identification of prefibrillar oligomers, which is needed in studies aimed at the early detection of the soluble toxic aggregates that characterize the so-called protein misfolding diseases. (E)-2-Cyano-3-(5′-piperidin-1- yl-2,2′-bithien-5-yl)acrylic acid (p-TTCNAc) can be conveniently used as a fluorescent probe to identify prefibrillar oligomers of hen egg white lysozyme not detected by Thioflavin-T (ThT). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

*** IBB - CNR ***

Istituto di Biostrutture e Bioimmagini, Consiglio Nazionale Delle Ricerche (IBB-CNR), C/o Dipartimento di Scienze Chimiche, Viale A. Doria 6, 95125 Catania, Italy

Dipartimento di Fisica e Chimica, Università di Palermo, V.le delle Scienze, Ed. 17, 90100 Palermo, Italy

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Interrogazione bibliografica effettuata: (([btitle] "Aggregation" OR [btitle] "Atomic Force Microscopy" OR [btitle] "Electrophoresis" OR [btitle] "Fluorescent Probes" OR [btitle] "Heterocycles") AND NOT [id] = 10679)

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