Building addressable libraries: Spatially isolated, chip-based reductive amination reactions

Journal of the American Chemical Society

Volumn 128, Issue 1, 2006, Pages 70-71

  Tesfu, Eden ^a   Maurer, Karl ^b   Moeller, Kevin D ^a  

^a WASHINGTON UNIVERSITY   (United States)

^b CombiMatrix Corporation ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

8 AMINOPYRENE 1,3,6 TRISULFATE; AMINE; ETHER DERIVATIVE; ETHYLVINYL ETHER; HYDRAZIDE DERIVATIVE; POLYMER; PYRENE DERIVATIVE; RHODAMINE; SULFORHODAMINE HYDRAZIDE; UNCLASSIFIED DRUG;

ALCOHOL OXIDATION; AMINATION; ARTICLE; CHEMICAL STRUCTURE; ELECTRODE; FLUORESCENCE; REACTION ANALYSIS; STRUCTURE ANALYSIS;

ALCOHOLS; AMINATION; AMINES; ETHYL ETHERS; OXIDATION-REDUCTION; PALLADIUM; SEMICONDUCTORS;

EID: 30744471444     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja057155x     Document Type: Article

References (16)

1. (a) For the lead patent on DNA related work, see: Montgomery, D. D, PCT Int. Appl. 1998, 91 pages (CODEN: PIXXD2 WO 9801221 A1 19980115).
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3. (c) For recent work, see: Oleinikov, A. V.; Gray, M. D.; Zhao, J.; Montgomery, D. D.; Ghindilis, A. L.; Dill, K. J. Proteome Res. 2003, 2, 313 as well as ref 3.
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6. (c) Hintsche, R.; Albers, J.; Bernt, H.; Eder, A. Electroanal. 2000, 12, 660.
7. For a description of the chips, see: Dill, K.; Montgomery, D. D.; Wang, W.; Tsui, J. C. Anal. Chim. Acta 2001, 444, 69.
8. Tesfu, E.; Maurer, K.; Ragsdale, S. R.; Moeller, K. D. J. Am. Chem. Soc. 2004, 126, 6212.
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11. For a review of the reductive animation reaction, see: Baxter, E. W.; Reitz, A. B. Org. React. 2002, 59, 1.
12. For selected examples using reductive amination reactions to place amines onto solid phase surfaces, see: (a) Hwang, S. Y.; Choi, H.-S.; Gong, Y., D. Tetrahedron Lett. 2005, 46, 3107.
13. (b) Bettinetti, L.; Loeber, S.; Huebner, H.; Gmeiner, P. J. Comb. Chem. 2005, 7, 309.
14. (c) Shannon, S. K.; Peacock, M. J.; Kates, St. A.; Barany, G. J. Comb. Chem. 2003, 5, 860.
15. The optimal confinement was obtained for a reaction using twice the amount of ethyl vinyl ether used for the Wacker oxidation.
16. The fluorescent images were viewed using an inverted fluorescent microscope (Olympus Ix70) with a mercury lamp source, a XF 105-2 filter set (OMEGA Optical, Inc.), and a 4X (Figure I) or 10X (Figure 2) objective lens (UM PlanFL, Olympus). The images were captured by an Olympus C5060 wide zoom digital camera (5.1 megapixel effective resolution).