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Peptide‐derived self‐assembled monolayers: Adsorption of N-stearoyl L-systeine methyl ester on gold

Dawson, Susan L. and Tirrell, David A. (1997) Peptide‐derived self‐assembled monolayers: Adsorption of N-stearoyl L-systeine methyl ester on gold. Journal of Molecular Recognition, 10 (1). pp. 18-25. ISSN 0952-3499. doi:10.1002/(SICI)1099-1352(199701/02)10:1<18::AID-JMR349>3.3.CO;2-N.

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The work reported herein concerns the assembly of N-stearoyl l-cysteine methyl ester [CH_3(CH_2)_(16)COCysOMe, 1] on the surface of gold. This compound serves as a simple model of a related polypeptide, which has been designed to adopt a β-sheet architecture on metallic and oxide surfaces. We describe the preparation of monolayers of 1, and characterization of these layers via ellipsometry, vibrational spectroscopy and X-ray photoelectron spectroscopy. The results are most consistent with a disordered array of the alkyl chains, in which close packing is frustated by a mismatch in the cross-sectional areas of the cysteinyl ester head group and the stearoyl chains of the thiol. Despite the disorder, the alkyl chains form a hydrophobic surface layer, with an advancing contact angle for water comparable to that observed for octadecanethiol on gold.

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URLURL TypeDescription<18::AID-JMR349>3.3.CO;2-NDOIArticle;2-W/abstractPublisherArticle
Tirrell, David A.0000-0003-3175-4596
Additional Information:© 1997 John Wiley & Sons. Received 9 February 1996; accepted 30 July 1996. We thank Jack Hirsch and Yuan Ren for their help in acquiring XPS and FTIR data and Chuck Musante for his assistance with clean room procedures. This work was supported by the NSF Materials Research science and Engineering Center at the University of Massachusetts.
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Subject Keywords:self-assembled monolayers; l-cysteine, organic thin films; gold; external reflectance FTIR; X-ray photoelectron spectroscopy; ellipsometry
Issue or Number:1
Record Number:CaltechAUTHORS:DAWjmr1997
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Official Citation:Dawson, S. L. and Tirrell, D. A. (1997), Peptide-derived self-assembled monolayers: Adsorption of N-stearoyl L-systeine methyl ester on gold. J. Mol. Recognit., 10: 18–25. doi: 10.1002/(SICI)1099-1352(199701/02)10:1<18::AID-JMR349>3.0.CO;2-W
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:54253
Deposited By: Anne Hormann
Deposited On:09 Feb 2015 04:58
Last Modified:10 Nov 2021 20:31

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