Supramolecular polymerization of a prebiotic nucleoside provides insights into the creation of sequence-controlled polymers.

Abstract:

:Self-assembly of a nucleoside on Au(111) was studied to ascertain whether polymerization on well-defined substrates constitutes a promising approach for making sequence-controlled polymers. Scanning tunneling microscopy and density functional theory were used to investigate the self-assembly on Au(111) of (RS)-N(9)-(2,3-dihydroxypropyl)adenine (DHPA), a plausibly prebiotic nucleoside analog of adenosine. It is found that DHPA molecules self-assemble into a hydrogen-bonded polymer that grows almost exclusively along the herringbone reconstruction pattern, has a two component sequence that is repeated over hundreds of nanometers, and is erasable with electron-induced excitation. Although the sequence is simple, more complicated ones are envisioned if two or more nucleoside types are combined. Because polymerization occurs on a substrate in a dry environment, the success of each combination can be gauged with high-resolution imaging and accurate modeling techniques. These characteristics make nucleoside self-assembly on a substrate an attractive approach for designing sequence-controlled polymers. Further, by choosing plausibly prebiotic nucleosides, insights may be provided into how nature created the first sequence-controlled polymers capable of storing information. Such insights, in turn, can inspire new ways of synthesizing sequence-controlled polymers.

journal_name

Sci Rep

journal_title

Scientific reports

authors

Wang J,Bonnesen PV,Rangel E,Vallejo E,Sanchez-Castillo A,James Cleaves Ii H,Baddorf AP,Sumpter BG,Pan M,Maksymovych P,Fuentes-Cabrera M

doi

10.1038/srep18891

subject

Has Abstract

pub_date

2016-01-04 00:00:00

pages

18891

issn

2045-2322

pii

srep18891

journal_volume

6

pub_type

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