Pincer ligands based on α-amino acids: III. New ligands based on 4-substituted phenols and their copper complexes. Enantioselective recognition of tyrosine

作者: N. E. Borisova , V. A. Knizhnikov , T. G. Gulevich , M. Yu. Seliverstov , E. A. Borisov

DOI: 10.1134/S107042800903004X

关键词: Enantioselective synthesisEnantiomerTyrosineChemistryAmino acidStereochemistrySchiff baseCopperAqueous solutionPincer movementOrganic chemistry

摘要: Reactions of L-methionine, L-serine, and L-valine with 5-substituted-2-hydroxybenzene-1,3-dicarbaldehydes gave a series chiral Schiff base pincer ligands which were reduced to the corresponding diamines. The new reacted copper(II) chloride form dinuclear copper complexes found be capable recognizing tyrosine enantiomers in aqueous solution. structure was determined on basis their spectral parameters.

参考文章(22)
Hans-Dieter Jakubke, H. Jeschkeit, G. P. Cotterrell, Amino acids, peptides, and proteins: An introduction ,(1977)
Guang-Yan Qing, Yong-Bing He, Yang Zhao, Chen-Guang Hu, Shun-Ying Liu, Xi Yang, Calix[4]arene-Based Chromogenic Chemosensor for the α-Phenylglycine Anion: Synthesis and Chiral Recognition European Journal of Organic Chemistry. ,vol. 2006, pp. 1574- 1580 ,(2006) , 10.1002/EJOC.200500704
Hae-Jo Kim, Riaz Asif, Doo Soo Chung, Jong-In Hong, Amino acid recognition of pyridine bis(oxazoline)–copper(II) complex in aqueous solvent Tetrahedron Letters. ,vol. 44, pp. 4335- 4338 ,(2003) , 10.1016/S0040-4039(03)00937-7
Can-Ping Du, Jing-Song You, Xiao-Qi Yu, Chang-Lu Liu, Jing-Bo Lan, Ru-Gang Xie, Homochiral molecular tweezers as hosts for the highly enantioselective recognition of amino acid derivatives Tetrahedron-asymmetry. ,vol. 14, pp. 3651- 3656 ,(2003) , 10.1016/J.TETASY.2003.09.044
Guangrong YE, Yaqin CHAI, Yuan RUO, Lu ZHOU, Yan LI, Lina ZHANG, Salicylate ion-selective electrode based on new tetranuclear copper complexes of O-vannlin-methionine as neutral carriers. Analytical Sciences. ,vol. 23, pp. 171- 176 ,(2007) , 10.2116/ANALSCI.23.171
Shun-ying Liu, Yong-bing He, Guang-yan Qing, Kuo-xi Xu, Hai-juan Qin, Fluorescent sensors for amino acid anions based on calix[4]arenes bearing two dansyl groups Tetrahedron-asymmetry. ,vol. 16, pp. 1527- 1534 ,(2005) , 10.1016/J.TETASY.2005.02.032
James Dowden, Peter D. Edwards, Stephen S. Flack, Jeremy D. Kilburn, Synthesis and Binding Properties of a Macrocyclic Peptide Receptor Chemistry - A European Journal. ,vol. 5, pp. 79- 89 ,(1999) , 10.1002/(SICI)1521-3765(19990104)5:1<79::AID-CHEM79>3.0.CO;2-W
Guoyuan Lu, Fang Liu, Wei Song, Weijiang He, Pilar Prados, Javier de Mendoza, Enantioselective recognition of a pair of novel receptors for amino acid zwitterions Materials Science and Engineering: C. ,vol. 10, pp. 29- 32 ,(1999) , 10.1016/S0928-4931(99)00096-X