L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme?

Joachim Reichert, Agustin Eduardo Schiffrin, Wilhelm Auwarter, Alexander Weber-Bargioni, Matthias Marschall, Martina Dell'Angela, Dean Cvetko, Gregor Bavdek, Albano Cossaro, Alberto Morgante, Johannes V Barth

Research output: Contribution to journalArticleResearchpeer-review

Abstract

We present a combined study of the adsorption and ordering of the L-tyrosine amino acid on the close-packed Ag(111) noble-metal surface in ultrahigh vacuum by means of low-temperature scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS) and near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. On this substrate the biomolecules self-assemble at temperatures exceeding 320 K into linear structures primarily following specific crystallographic directions and evolve with larger molecular coverage into two-dimensional nanoribbons which are commensurate with the underlying atomic lattice. Our high resolution topographical STM data reveal noncovalent molecular dimerization within the highly ordered one-dimensional nanostructures, which recalls the geometrical pattern already seen in the L-methionine/Ag(111) system and supports a universal bonding scheme for amino acids on smooth and unreactive metal surfaces. The molecules desorb for temperatures above 350 K, indicating a relatively weak interaction between the molecules and the substrate. XPS measurements reveal a zwitterionic adsorption, whereas NEXAFS experiments show a tilted adsorption configuration of the phenol moiety. This enables the interdigitation between aromatic side chains of adjacent molecules via parallel-displaced p-p interactions which, together with the hydrogen-bonding capability of the hydroxyl functionality, presumably mediates the emergence of the self-assembled supramolecular nanoribbons
Original languageEnglish
Pages (from-to)1218 - 1226
Number of pages9
JournalACS Nano
Volume4
Issue number2
DOIs
Publication statusPublished - 2010
Externally publishedYes

Cite this

Reichert, J., Schiffrin, A. E., Auwarter, W., Weber-Bargioni, A., Marschall, M., Dell'Angela, M., ... Barth, J. V. (2010). L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme? ACS Nano, 4(2), 1218 - 1226. https://doi.org/10.1021/nn901669p
Reichert, Joachim ; Schiffrin, Agustin Eduardo ; Auwarter, Wilhelm ; Weber-Bargioni, Alexander ; Marschall, Matthias ; Dell'Angela, Martina ; Cvetko, Dean ; Bavdek, Gregor ; Cossaro, Albano ; Morgante, Alberto ; Barth, Johannes V. / L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme?. In: ACS Nano. 2010 ; Vol. 4, No. 2. pp. 1218 - 1226.
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title = "L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme?",
abstract = "We present a combined study of the adsorption and ordering of the L-tyrosine amino acid on the close-packed Ag(111) noble-metal surface in ultrahigh vacuum by means of low-temperature scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS) and near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. On this substrate the biomolecules self-assemble at temperatures exceeding 320 K into linear structures primarily following specific crystallographic directions and evolve with larger molecular coverage into two-dimensional nanoribbons which are commensurate with the underlying atomic lattice. Our high resolution topographical STM data reveal noncovalent molecular dimerization within the highly ordered one-dimensional nanostructures, which recalls the geometrical pattern already seen in the L-methionine/Ag(111) system and supports a universal bonding scheme for amino acids on smooth and unreactive metal surfaces. The molecules desorb for temperatures above 350 K, indicating a relatively weak interaction between the molecules and the substrate. XPS measurements reveal a zwitterionic adsorption, whereas NEXAFS experiments show a tilted adsorption configuration of the phenol moiety. This enables the interdigitation between aromatic side chains of adjacent molecules via parallel-displaced p-p interactions which, together with the hydrogen-bonding capability of the hydroxyl functionality, presumably mediates the emergence of the self-assembled supramolecular nanoribbons",
author = "Joachim Reichert and Schiffrin, {Agustin Eduardo} and Wilhelm Auwarter and Alexander Weber-Bargioni and Matthias Marschall and Martina Dell'Angela and Dean Cvetko and Gregor Bavdek and Albano Cossaro and Alberto Morgante and Barth, {Johannes V}",
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Reichert, J, Schiffrin, AE, Auwarter, W, Weber-Bargioni, A, Marschall, M, Dell'Angela, M, Cvetko, D, Bavdek, G, Cossaro, A, Morgante, A & Barth, JV 2010, 'L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme?' ACS Nano, vol. 4, no. 2, pp. 1218 - 1226. https://doi.org/10.1021/nn901669p

L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme? / Reichert, Joachim; Schiffrin, Agustin Eduardo; Auwarter, Wilhelm; Weber-Bargioni, Alexander; Marschall, Matthias; Dell'Angela, Martina; Cvetko, Dean; Bavdek, Gregor; Cossaro, Albano; Morgante, Alberto; Barth, Johannes V.

In: ACS Nano, Vol. 4, No. 2, 2010, p. 1218 - 1226.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme?

AU - Reichert, Joachim

AU - Schiffrin, Agustin Eduardo

AU - Auwarter, Wilhelm

AU - Weber-Bargioni, Alexander

AU - Marschall, Matthias

AU - Dell'Angela, Martina

AU - Cvetko, Dean

AU - Bavdek, Gregor

AU - Cossaro, Albano

AU - Morgante, Alberto

AU - Barth, Johannes V

PY - 2010

Y1 - 2010

N2 - We present a combined study of the adsorption and ordering of the L-tyrosine amino acid on the close-packed Ag(111) noble-metal surface in ultrahigh vacuum by means of low-temperature scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS) and near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. On this substrate the biomolecules self-assemble at temperatures exceeding 320 K into linear structures primarily following specific crystallographic directions and evolve with larger molecular coverage into two-dimensional nanoribbons which are commensurate with the underlying atomic lattice. Our high resolution topographical STM data reveal noncovalent molecular dimerization within the highly ordered one-dimensional nanostructures, which recalls the geometrical pattern already seen in the L-methionine/Ag(111) system and supports a universal bonding scheme for amino acids on smooth and unreactive metal surfaces. The molecules desorb for temperatures above 350 K, indicating a relatively weak interaction between the molecules and the substrate. XPS measurements reveal a zwitterionic adsorption, whereas NEXAFS experiments show a tilted adsorption configuration of the phenol moiety. This enables the interdigitation between aromatic side chains of adjacent molecules via parallel-displaced p-p interactions which, together with the hydrogen-bonding capability of the hydroxyl functionality, presumably mediates the emergence of the self-assembled supramolecular nanoribbons

AB - We present a combined study of the adsorption and ordering of the L-tyrosine amino acid on the close-packed Ag(111) noble-metal surface in ultrahigh vacuum by means of low-temperature scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS) and near-edge X-ray absorption fine structure (NEXAFS) spectroscopy. On this substrate the biomolecules self-assemble at temperatures exceeding 320 K into linear structures primarily following specific crystallographic directions and evolve with larger molecular coverage into two-dimensional nanoribbons which are commensurate with the underlying atomic lattice. Our high resolution topographical STM data reveal noncovalent molecular dimerization within the highly ordered one-dimensional nanostructures, which recalls the geometrical pattern already seen in the L-methionine/Ag(111) system and supports a universal bonding scheme for amino acids on smooth and unreactive metal surfaces. The molecules desorb for temperatures above 350 K, indicating a relatively weak interaction between the molecules and the substrate. XPS measurements reveal a zwitterionic adsorption, whereas NEXAFS experiments show a tilted adsorption configuration of the phenol moiety. This enables the interdigitation between aromatic side chains of adjacent molecules via parallel-displaced p-p interactions which, together with the hydrogen-bonding capability of the hydroxyl functionality, presumably mediates the emergence of the self-assembled supramolecular nanoribbons

UR - http://pubs.acs.org/doi/pdf/10.1021/nn901669p

U2 - 10.1021/nn901669p

DO - 10.1021/nn901669p

M3 - Article

VL - 4

SP - 1218

EP - 1226

JO - ACS Nano

JF - ACS Nano

SN - 1936-0851

IS - 2

ER -

Reichert J, Schiffrin AE, Auwarter W, Weber-Bargioni A, Marschall M, Dell'Angela M et al. L-tyrosine on Ag(111): Universality of the amino acid 2D zwitterionic bonding scheme? ACS Nano. 2010;4(2):1218 - 1226. https://doi.org/10.1021/nn901669p