Unzipping Nucleoside Channels by Means of Alcohol Disassembly. Issue 48 (18th October 2013)

• Record Type: Journal Article
• Authors: Vanegas, Julie P.; Peisino, Lucas E.; Pocoví‐Martínez, Salvador; Zaragozá, Ramón J.; Zaballos‐García, Elena; Pérez‐Prieto, Julia
• Is Part Of: Chemistry. Volume 19:Issue 48(2013)
• Page Start: 16248
• Page End: 16255
• Publication Date: 2013-10-18
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201302912
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Gold nanoparticles capped with simple adenosine derivatives can form colloidal aggregates in nonpolar solvents. Theoretical calculations indicate the formation of organic channels by the supramolecular assembly of the nanoparticles by means of hydrogen bonds between the adenine moieties. The aggregates were only negligibly sensitive to <italic>n</italic>PrOH, <italic>i</italic>PrOH, and <italic>t</italic>BuOH, whereas some showed a similar response to MeOH and EtOH, and others showed high selectivity toward MeOH. DNA nucleoside derivatives (1‐(2‐deoxy‐β‐<sc>D</sc>‐ribofuranosyl)‐5‐methyluracil and 2′, 3′‐<italic>O</italic>‐isopropylideneadenosine) as well as thymine and other aromatic compounds such as pyrene derivatives (pyrene, 1‐chloropyrene, 1‐hydroxypyrene, (1‐pyrenyl)methanol, and 2‐hydroxynapthalene) did not induce disassembly of the nanoparticle aggregates. Data suggest that the nucleoside channels allow access to alcohols according to their size, and an efficient interaction between the alcohol and the adenine units destabilizes the hydrogen bonds, which eventually leads to nanoparticle disassembly.</p> </abstract>