Formation of an α-cyclodextrin/16-mercaptohexadecanoic acid complex and its deposition on gold surfaces

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 63, Issue 3-4, 2009, Pages 267-272

  Ellis, Amanda V ^a   Chong, Shen ^b   Jansen, Murray ^b  

^a FLINDERS UNIVERSITY   (Australia)

^b CALLAGHAN INNOVATION   (New Zealand)

Author keywords

cyclodextrin; 16 mercaptohexadecanoic acid; 1H NMR; XPS; XRD

Indexed keywords

EID: 63049131530     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-008-9516-3     Document Type: Article

References (19)

1. X Yu Z Wang Y Jiang F Shi X Zhang 2005 Reversible pH-responsive surface: from superhydrophobicity to superhydrophilicity Adv. Mater 17 1289 1293
2. J Lahann S Mitragotri T-N Tran H Kaido J Sundaram IS Choi S Hoffer GA Somorjai R Langer 2003 A reversibly switching surface (Reports) Science 299 371 374
3. SE Creager J Clarke 1994 Contact-angle titrations of mixed omega-mercaptoalkanoic acid/alkanethiol monolayers on gold. Reactive vs nonreactive spreading, and chain length effects on surface pKa values Langmuir 10 3675 3683
4. J Lahann R Langer 2004 Smart materials with dynamically controllable surfaces MRS Bull 30 185 188
5. Liu, Y., Mu, L., Liu, B., Zhang, S., Yang, P., Kong, J.: Controlled protein assembly on a switchable surface. Chem. Comm. 1194-1195 (2004)
6. PC Manor W Saenger 1974 Topography of cyclodextrin inclusion complexes III. Crystal and molecular structure of cyclohexaamylose hexahydrate, the water dimer inclusion complex J. Am. Chem. Soc 96 3630 3639
7. DW Griffiths ML Bender 1973 Cycloarnyloses as catalysts Adv. Catal 23 209 261
8. RJ Bergeron MA Channing GJ Gibeily DM Pillor 1977 Disposition requirements for binding in aqueous solution of polar substrates in the cyclohexaamylose cavity J. Am. Chem. Soc 99 5146 5151
9. 1H-NMR study of the inclusion processes for α- and γ-cyclodextrin with fenbufen Biopolymers 77 361 367
10. H-J Schneider F Hacket V Rüdiger 1998 NMR studies of cyclodextrin complexes Chem. Rev. 98 1755 1785
11. A Botsi K Yannakopoulou B Perly E Hadjoudis 1995 Positive or adverse effects of methylation on the inclusion behavior of cyclodextrins. A comparative NMR study using pheromone constituents of the olive fruit fly J. Org. Chem 60 4017 4023
12. AA Hunt CC Rusa AE Tonelli CM Balik 2004 Structure and stability of columnar cyclomaltohexaose (α-cyclodextrin) hydrate Carbohyd. Res 339 2805 2810
13. W Saenger 1980 Cyclodextrin inclusion compounds in research and industry Angew Chem. Int. Ed. Engl 19 344 362
14. CC Rusa TA Bullions J Fox FE Porbeni X Wang AE Tonelli 2002 Inclusion compound formation with a new columnar cyclodextrin host Langmuir 18 10016 10023
15. J Yan S Dong 1997 Self-assembly of the pre-formed inclusion complexes between cyclodextrins and alkanethiols on gold electrodes J. Electroanal. Chem 440 229 238
16. W Saenger M Noltemeyer PC Manor B Hingerty B Klar 1976 "Induced-fit"-type complex formation of the model enzyme α-cyclodextrin Bioorg. Chem 5 187 195
17. B Gillet DJ Nicole JJ Delpuech 1982 The hydroxyl group protonation rates of α, β and γ-cyclodextrins in dimethyl sulphoxide Tetrahedron Lett 23 65 68
18. Harata, K.: Comprehensive supramolecular chemistry. In: Atwood, J.L., Davies, J.E., MacNicol, D.D., Vogtle, F., Lehn, J.M. (eds.) Crystallographic Studies, vol. 3, pp. 279-304. Pergamon, Oxford (1996)
19. PE Laibinis CD Bain GM Whitesides 1991 Attenuation of photoelectrons in monolayers of n-alkanethiols adsorbed on copper, silver, and gold J. Phys. Chem 95 7017 7021