Self-assembled monolayers of alkanethiols

DiMilla P A, Folkers J P, Biebuyck H A, Harter R, Lopez G P and Whitesides G M 1994 Wetting and protein adsorption of the self-assembled monolayers of alkanethiolates which are supported on transparent films of gold J. Am. Chem. Soc. 116 2225-6... 

Ostuni E, Yan L, Whitesides GM (1999) The interaction of proteins and cells with self-assembled monolayers of alkanethiolates on gold and silver. Colloids Surf B 15 3-30... 

Tidwell CD, Ertel SI, Ratner BD (1997) Endothelial cell growth and protein adsorption on terminally functionalized, self-assembled monolayers of alkanethiolates on gold. Langmuir 13 3404-3413... 

Lopez GP, Albers MW, Schreiber SL, Carroll R, Peralta E, Whitesides GM (1993) Convenient methods for patterning the adhesion of mammalian cells to surfaces using self-assembled monolayers of alkanethiolates on gold. J Am Chem Soc 115 5877-5878... 

M. Mrksich, C.S. Chen, Y. Xia, L.E. Dike, D.E. Ingber, and G.M. Whitesides, Controlling cell attachment on contoured surfaces with self-assembled monolayers of alkanethiolates on gold. Proc. Natl. Acad. Sci. U.SA 93, 10775-10778 (1996). 

For Au (111) coated by self-assembling monolayers of alkanethiols, the Cd UPD process occurs if the alkyl chain of the thiol is shorter than eight carbon atoms [273]. 

Tanzer, T. A., Bohn, P. W., Roshchin, I. V., Greene, L. H. and Klem, J. F. Near-surface electronic structure on InAs(100) modified with self-assembled monolayers of alkanethiols. Applied Physics Letters 75, 2794 (1999). 

Luk Y-Y, Kato M, Mrksich M (2000) Self-assembled monolayers of alkanethiolates presenting mannitol groups are inert to protein adsorption and cell attachment. Langmuir 16 9604-9608... 

Mrksich M, Dike LE, Tien J et al (1997) Using microcontact printing to pattern the attachment of mammalian cells to self-assembled monolayers of alkanethiolates on transparent films of gold and silver. Exp Cell Res 235(2) 305-313... 

Fig. 1 An ideal self-assembled monolayer of alkanethiolates supported on a gold surface. The terminal groups are amenable to synthesis, providing a means to immobilize and present ligands from the surface the alkyl chain spacer promotes tight, regular packing, and the gold-sulfur interface stabilizes surface atoms and alkane chains during packing...

J.C. Love, D.B. Wolfe, M.L. Chabynic, K.E. Paul, and G.M. Whitesides, Self-assembled monolayers of alkanethiolates on palladium are good etch resists, ... 

Houseman et al. prepared a peptide chip by Diels-Alder-mediated reaction of kinase-peptide substrates with a self-assembled monolayer of alkanethiolates on gold surface. Peptide phosphorylation was determined by incubating the peptide microarrays with c-src protein-tyrosine kinase followed by quantitation with a phos-phoryl imager. In the presence of soluble inhibitors at a range of concentrations, dose-dependent inhibition of phosphorylation against a number of peptide substrates could be determined on a single chip. ... 

Campbell, G. A., Mutharasan, R. Use of piezoelectric-excited millimeter-sized cantilever sensors to measure albumin interaction with self-assembled monolayers of alkanethiols having different functional headgroups. Analytical Chemistry 2006, 78 (7), 2328-2334... 

Li, J. H., Shen, Y. R, Zhang, Y. J., and Liu, Y. (2005). Room-temperature ionic iiquids as media to enhance the electrochemical stability of self-assembled monolayers of alkanethiols on gold electrodes. Chem. Commun., pp. 360-362. 

This method is accessible to a large body of scientists since it does not require complex equipment and clean rooms and thus is commonly used now. The fundamental principle behind microcontact printing (pCP) is the alkanethiol s ability to form a SAM upon dry contact with a gold surface. The traditional method for creating self-assembled monolayers of alkanethiolates on gold is immersion of the gold substrate into a dilute solution of alkanethiol. However, if the solution is evaporated [41,61] onto the elastomeric stamp and is physically placed in contact with bare gold a monolayer is also formed. 

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