Journal of Industrial and Engineering Chemistry, Vol.10, No.6, 920-926, November, 2004
Influence of Alkyl Chain Length of Biotin Terminated n-Alkanethiolate SAMs on a Molecular Recognition between Streptavidin and Biotin
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In an attempt to investigate the influence of the chain length of n-alkanethiolate monolayers on a molecular recognition process of the streptavidin-biotin system, self-assembled monolayers (SAMs) of biotin-terminated n-alkanethiolates [HS(CH2)nX, where n= 11, 12, and 16] and their mixtures with 11-mercap-toundecanol (MUOH) were prepared on a gold surface. Experimental data obtained by surface analytical techniques, including optical ellipsometry, contact angle goniometry, and X-ray photoelectron spectroscopy (XPS), show that the packing density of biotin-terminated n-alkanethiolate SAMs is affected strongly by the number of alkyl chains of the n-alkanethiolates and that the SAMs of even-numbered alkyl chains are more oriented and closely packed than those of odd-numbered ones. The film thickness obtained by ellipsometry and the scanning tunneling microscopy (STM) images of streptavidin adsorbed on the mixed SAMs of biotin-terminated n-alkanethiolates with a diluent, MUOH, both indicate that the specific binding of streptavidin to biotin is optimized at very low mole fractions of the biotin-terminated n-alkanethiolates.
- Wilchek M, Bayer EA, Methods in Enzymology, Vol 184: Avidin-Biotin Technology, pp. 3-45, Academic Press, San Diego (1990)
- Porter MD, Bright TB, Allara DL, Chidsey CED, J. Am. Chem. Soc., 109, 3559 (1987)
- Bain CD, Troughton EB, Tao YT, Evall J, Whitesides GM, Nuzzo RG, J. Am. Chem. Soc., 111, 321 (1989)
- Bain CD, Whitesides GM, J. Am. Chem. Soc., 111, 7164 (1989)
- Bain CD, Whitesides GM, Allara DL,, J. Am. Chem. Soc., 112, 558 (1990)
- Laibinis PE, Whitesides GM, Allara DL, Tao YT, Parikh AN, Nuzzo RG, J. Am. Chem. Soc., 113, 7152 (1991)
- Dubois LH, Nuzzo RG, Annu. Rev. Phys. Chem., 43, 437 (1992)
- Ulman A, Chem. Rev., 96(4), 1533 (1996)
- Ulman A, Thin Films: Self-Assembled Monolayers of Thiols, pp. 44-77, Academic Press, San Diego (1998)
- Lee SY, Lee SJ, Jung HT, J. Ind. Eng. Chem., 9(1), 9 (2003)
- Park S, Kim YW, Lim JC, Ahn HS, Park SJ, J. Ind. Eng. Chem., 9(1), 16 (2003)
- Um SH, Lee JB, Choi JW, Koo KK, J. Ind. Eng. Chem., 9(3), 243 (2003)
- Haeussling L, Ringsdorf H, Schmitt FJ, Knoll W, Langmuir, 7, 1837 (1991)
- Herron JN, Muller W, Paudler M, Riegler H, Ringsdorf H, Suci PA, Langmuir, 8, 1413 (1992)
- Knoll W, Liley M, Pisceivic D, Spinke J, Tarlov M, Adv. Biophys., 34, 231 (1997)
- Spinke J, Liley M, Schmitt FJ, Guder HJ, Angermaier L, Knoll W, J. Chem. Phys., 99, 7012 (1993)
- Spinke J, Liley M, Guder HJ, Angermaier L, Knoll W, Langmuir, 9, 1821 (1993)
- Perez-Luna VH, O'Brien MJ, Opperman KA, Hampton PD, Lopez GP, Klumb LA, Stayton PS, J. Am. Chem. Soc., 121(27), 6469 (1999)
- Zheng TC, Burkart M, Richardson DE, Tetrahedron Lett., 40, 603 (1999)
- Wallace OB, Springer DM, Tetrahedron Lett., 39, 2693 (1998)
- Kim DJ, Masters Thesis, Sogang University, Seoul, Korea (2003)
- Yang ZP, Frey W, Oliver T, Chilkoti A, Langmuir, 16(4), 1751 (2000)
- Harder P, Grunze M, Dahint R, Whitesides GM, Laibinis PE, J. Phys. Chem. B, 102(2), 426 (1998)
- Lahiri J, Isaacs L, Tien J, Whitesides GM, Anal. Chem., 71, 777 (1999)
- Ostuni E, Chapman RG, Holmlin RE, Takayama S, Whitesides GM, Langmuir, 17(18), 5605 (2001)
- Dean JA, Lange's Handbook of Chemistry, 15th Edn., McGraw-Hill, New York (1999)
- Arnold R, Terfort A, Woll C, Langmuir, 17(16), 4980 (2001)
- Houssiau L, Graupe M, Colorado R, Kim HI, Lee TR, Perry SS, Rabalais JW, J. Chem. Phys., 109(20), 9134 (1998)
- Buscher CT, Mcbranch D, Li DQ, J. Am. Chem. Soc., 118(12), 2950 (1996)
- Schmidt A, Spinke J, Bayerl T, Sackmann E, Knoll W, Biophys. J., 63, 1385 (1992)
- Andrade JD, Hlady V, Adv. Polym. Sci., 79, 2 (1986)