Rapid Enantiomeric Excess and Concentration Determination Using Simple Racemic Metal Complexes

作者: Sonia Nieto , Vincent M. Lynch , Eric V. Anslyn , Hyunwoo Kim , Jik Chin

DOI: 10.1021/OL802085J

关键词:

摘要: Racemic-metal complexes were used to determine identity, enantiomeric excess, and concentration of chiral diamines using metal-to-ligand charge transfer bands in circular dichroism spectroscopy. It takes under just 2 min per sample [G]t %R with tolerable errors (19% 4%, respectively). The simplicity the achiral receptors employed confers this technique great potential for high-throughput screening.

参考文章(44)
Christopher J. Welch, Fred Fleitz, Firoz Antia, Pete Yehl, Robert Waters, Norihiro Ikemoto, Joseph D. Armstrong, David J. Mathre, Chromatography as an Enabling Technology in Pharmaceutical Process Development: Expedited Multikilogram Preparation of a Candidate HIV Protease Inhibitor Organic Process Research & Development. ,vol. 8, pp. 186- 191 ,(2004) , 10.1021/OP0300443
Jik Chin, Fabrizio Mancin, Nirusha Thavarajah, Donghyung Lee, Alan Lough, Doo Soo Chung, Controlling diaza-Cope rearrangement reactions with resonance-assisted hydrogen bonds. Journal of the American Chemical Society. ,vol. 125, pp. 15276- 15277 ,(2003) , 10.1021/JA0387554
Sharon M. Voshell, Stephen J. Lee, Michel R. Gagné, The discovery of an enantioselective receptor for (-)-adenosine from a racemic dynamic combinatorial library Journal of the American Chemical Society. ,vol. 128, pp. 12422- 12423 ,(2006) , 10.1021/JA0647699
P. C. Jurs, G. A. Bakken, H. E. McClelland, Computational methods for the analysis of chemical sensor array data from volatile analytes. Chemical Reviews. ,vol. 100, pp. 2649- 2678 ,(2000) , 10.1021/CR9800964
Denis Lucet, Thierry Le Gall, Charles Mioskowski, The Chemistry of Vicinal Diamines Angewandte Chemie International Edition. ,vol. 37, pp. 2580- 2627 ,(1998) , 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO;2-L
James P Stambuli, John F Hartwig, Recent advances in the discovery of organometallic catalysts using high-throughput screening assays. Current Opinion in Chemical Biology. ,vol. 7, pp. 420- 426 ,(2003) , 10.1016/S1367-5931(03)00056-5
Shawn C McCleskey, Pierre N Floriano, Sheryl L Wiskur, Eric V Anslyn, John T McDevitt, Citrate and calcium determination in flavored vodkas using artificial neural networks Tetrahedron. ,vol. 59, pp. 10089- 10092 ,(2003) , 10.1016/J.TET.2003.10.021
J. Frantz Folmer-Andersen, Masanori Kitamura, Eric V. Anslyn, Pattern-based discrimination of enantiomeric and structurally similar amino acids: an optical mimic of the mammalian taste response. Journal of the American Chemical Society. ,vol. 128, pp. 5652- 5653 ,(2006) , 10.1021/JA061313I
Zi-Bo Li, Jing Lin, Michal Sabat, Marilise Hyacinth, Lin Pu, Enantioselective fluorescent recognition of chiral acids by cyclohexane-1,2-diamine-based bisbinaphthyl molecules. Journal of Organic Chemistry. ,vol. 72, pp. 4905- 4916 ,(2007) , 10.1021/JO0704715