Theoretical Studies on Complexes of Calcium Ion with Amino Acids

doi:10.1007/s40242-014-3303-z

Abstract

Abstract:

The complexes formed by calcium ion and 12 common amino acids were investigated systematically in the gas phase at the level of MP2/6-311++G(d,p)//MP2/6-31G(d,p). The results show that the salt-bridge structure is the most preferred motif for Ca²⁺ binding aliphatic amino acids without heteroatom in the side chain, while charge-solvated(CS) structure is the most preferred motif for Ca²⁺ binding other amino acids except for glutamine and lysine. IR spectra of Gln-Ca²⁺ and Asn-Ca²⁺ complexes were calculated and compared well with the available experiments. From the study in aqueous solution, the bidentate salt-bridge structure was determined to be the most favo-rable for all the twenty kinds of amino acids to chelate Ca²⁺ to both the oxygen atoms of the negatively carboxylate group in the backbone.

Key words: Amino acid, Calcium ion complex, MP2 calculation

QIN Penghua, LÜ Wencai, QIN Wei, ZHANG Wei, XIE Hui. Theoretical Studies on Complexes of Calcium Ion with Amino Acids[J]. Chemical Research in Chinese Universities, 2014, 30(1): 125-129.

References

[1] Babu Y. S., Sack J. S., Greenough T. J., Bugg C. E., Means A. R., Cook W. J., Nature, 1985, 315, 37

[2] Xiao X., Zhu Q. S., Su Y. C., Li G. Y., Chem. Res. Chinese Universities, 2013, 29(2), 285

[3] Yao X. Q., Deng S. P., Ouyang J. M., Chem. J. Chinese Universities, 2011, 32(2), 236

[4] Fast J., Håkansson M., Muranyi A., Gippert G. P., Thulin E., Evenäs J., Svensson L. A., Linse S., Biochemistry, 2001, 40, 9887

[5] Moision R. M., Armentrout P. B., J. Phys. Chem. A, 2002, 106, 10350

[6] Ruan C., Rodgers M. T., J. Am. Chem. Soc., 2004, 126, 14600

[7] Ye S. J., Clark A. A., Armentrout P. B., J. Phys. Chem. B, 2008, 112, 10291

[8] Heaton A. L., Armentrout P. B., J. Phys. Chem. B, 2008, 112 , 12056

[9] Heaton A. L., Moision R. M., Armentrout P. B., J. Phys. Chem. A, 2008, 112, 3319

[10] Kapota C., Lemaire J., Maitre P., Ohanessian G., J. Am. Chem. Soc., 2004, 126, 1836

[11] Polfer N. C., Oomens J., Dunbar R. C., Phys. Chem. Chem. Phys., 2006, 8, 2744

[12] Dunbar R. C., Hopkinsom A. C., Oomens J., Siu C. K., Siu K. W. M., Steill J. D., Verkerk U. H., Zhao J. F., J. Phys. Chem. B., 2009, 113, 10403

[13] Dunbar R. C., Polfer N. C., Oomens J., J. Am. Chem. Soc., 2007, 129, 14562

[14] Bush M. F., Oomens J., Saykally R. J., Williams E. R., J. Am. Chem. Soc., 2008, 130, 6463

[15] Lamsabhi A. M., Mó O., Yánez M., Can. J. Chem., 2010, 88, 759

[16] Shankar R., Kolandaivel P., Senthilkumar L., J. Phys. Org. Chem., 2011, 24, 553

[17] O'Brien J. T., Prell J. S., Steill J. D., Oomens J., Williams E. R., J. Phys. Chem. A, 2008, 112, 10823

[18] Fleming G. J., McGill P. R., Idriss H., J. Phys. Org. Chem., 2007, 20, 1032

[19] Corral I., Mó O., Yánez M., Salpin J. Y., Tortajada J., Moran D., Radom L., Chem. Eur. J., 2006, 12, 6787

[20] Tomasi J., Mennucci B., Cammi R., Chem. Res., 2005, 105, 2999

[21] Wang C. Z., Lu W. C., Yao Y. X., Li J., Yip S., Ho K. M., Sci. Model Simul., 2008, 15, 81

[22] Slater J. C., Koster G. F., Phys. Rev., 1954, 94, 1498

[23] Scott A. P., Radom L., J. Phys. Chem., 1996, 100, 16502

[24] Galabov B., Yamaguchi Y., Remington R. B., Schaefer H. F., J. Phys. Chem. A, 2002, 106, 819

[25] Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Montgomery J. A. Jr., Vreven T., Kudin K. N., Burant J. C., Millam J. M., Iyengar S. S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G. A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J. E., Hratchian H. P., Cross J. B., Ochterski J. W., Ayala P. Y., Morokuma K., Voth G. A., Salvador P., Dannenberg J. J., Zakrzewski V. G., Dapprich S., Daniels A. D., Strain M. C., Farkas O., Malick D. K., Rabuck A. D., Raghavachari K., Foresman J. B., Ortiz J. V., Cui Q., Baboul A. G., Clifford S., Cioslowski J., Stefanov B. B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R. L., Fox D. J., Keith T., Al-Laham M. A., Peng C. Y., Nanayakkara A., Challacombe M., Gill P. M. W., Johnson B., Chen W., Wong M. W., Gonzalez C., Pople J. A., Gaussian 03, Revision D.02, Wallingford CT, Gaussian Inc., 2004

[26] Heaton A. L., Bowman V. N., Oomens J., Steill J. D., Armentrout P. B., J. Phys. Chem. A, 2009, 113, 5519

[27] Marino T., Toscano M., Russo N., Grand A., J. Phys. Chem. B, 2006, 110, 24666