The importance of being aromatic: π interactions in sodium symporters

Biochemistry

Volumn 51, Issue 47, 2012, Pages 9480-9487

  Jiang, Xuan ^a   Loo, Donald D F ^a   Hirayama, Bruce A ^a   Wright, Ernest M ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC AMINO ACID; AROMATIC RESIDUES; BIOPHYSICAL ANALYSIS; BONDING PATTERNS; CO-TRANSPORTERS; H-BONDING; SUGAR BINDING; SYMPORTERS; TRANS-MEMBRANE DOMAINS;

ACTIVATION ANALYSIS; AMINO ACIDS; AROMATIC COMPOUNDS; BIOLOGICAL MEMBRANES; GLUCOSE; POSITIVE IONS; PROTEINS; STOICHIOMETRY;

AROMATIZATION;

AROMATIC COMPOUND; GLUCOSE; INOSITOL DERIVATIVE; SODIUM GLUCOSE COTRANSPORTER 1; SODIUM GLUCOSE COTRANSPORTER 2;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; BINDING SITE; CHEMICAL BINDING; CHEMICAL INTERACTION; CONTROLLED STUDY; FEMALE; GLUCOSE TRANSPORT; HUMAN; HYDROGEN BOND; MUTANT; NONHUMAN; PI BONDING; PRIORITY JOURNAL; PROTEIN STRUCTURE, FUNCTION AND VARIABILITY; STOICHIOMETRY; SUGAR TRANSPORT;

AMINO ACID MOTIFS; AMINO ACID SEQUENCE; AMINO ACIDS, AROMATIC; ANIMALS; BINDING SITES; GLUCOSE; HUMANS; KINETICS; OOCYTES; SEQUENCE ALIGNMENT; SODIUM; SODIUM-GLUCOSE TRANSPORTER 1; SYMPORTERS; XENOPUS LAEVIS;

EID: 84870196529     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi301329w     Document Type: Article

References (34)

1. --dependent neurotransmitter transporters Nature 437, 215-223
2. +/sugar symport Science 321, 810-814
3. +-symporters with inverted repeats Curr. Opin. Struct. Biol. 19, 425-432
4. Krishnamurthy, H., Piscitelli, C. L., and Gouaux, E. (2009) Unlocking the molecular secrets of sodium-coupled transporters Nature 459, 347-355
5. Watanabe, A., Choe, S., Chaptal, V., Rosenberg, J. M., Wright, E. M., Grabe, M., and Abramson, J. (2010) The mechanism of sodium and substrate release from the binding pocket of vSGLT Nature 468, 988-991
6. Burley, S. K. and Petsko, G. A. (1985) Aromatic-aromatic interaction: A mechanism of protein structure stabilization Science 229, 23-28
7. McGaughey, G. B., Gagne, M., and Rappe, A. K. (1998) π-Stacking interactions. Alive and well in proteins J. Biol. Chem. 273, 15458-15463
8. Ma, J. C. and Dougherty, D. A. (1997) The Cation-π Interaction Chem. Rev. 97, 1303-1324
9. Dougherty, D. A. (2007) Cation-π interactions involving aromatic amino acids J. Nutr. 137, 1504S-1508S (discussion on pages 1516S-1517S)
10. Chourasia, M., Sastry, G. M., and Sastry, G. N. (2011) Aromatic-Aromatic Interactions Database, A(2)ID: An analysis of aromatic π-networks in proteins Int. J. Biol. Macromol. 48, 540-552
11. Vijay, D. and Sastry, G. N. (2010) The cooperativity of cation-π and π-π interactions Chem. Phys. Lett. 485, 234-242
12. Turk, E. and Wright, E. M. (1997) Membrane topology motifs in the SGLT cotransporter family J. Membr. Biol. 159, 1-20
13. Wright, E. M., Loo, D. D., and Hirayama, B. A. (2011) Biology of Human Sodium Glucose Transporters Physiol. Rev. 91, 733-794
14. Sala-Rabanal, M., Hirayama, B. A., Loo, D. D., Chaptal, V., Abramson, J., and Wright, E. M. (2012) Bridging the gap between structure and kinetics of human SGLT1 Am. J. Physiol. 302, C1293-C1305
15. +/glucose cotransporter Proc. Natl. Acad. Sci. U.S.A. 90, 5767-5771
16. Zampighi, G. A., Kreman, M., Boorer, K. J., Loo, D. D., Bezanilla, F., Chandy, G., Hall, J. E., and Wright, E. M. (1995) A method for determining the unitary functional capacity of cloned channels and transporters expressed in Xenopus laevis oocytes J. Membr. Biol. 148, 65-78
17. +/glucose cotransporter (SGLT1) currents and fluxes J. Membr. Biol. 162, 101-106
18. + channel J. Biol. Chem. 276, 1728-1734
19. Gallivan, J. P. and Dougherty, D. A. (1999) Cation-π interactions in structural biology Proc. Natl. Acad. Sci. U.S.A. 96, 9459-9464
20. +/ d -glucose cotransporters SGLT1 and SGLT2 Am. J. Physiol. 300, C14-C21
21. Krishnamurthy, H. and Gouaux, E. (2012) X-ray structures of LeuT in substrate-free outward-open and apo inward-open states Nature 481, 469-474
22. Weyand, S., Shimamura, T., Yajima, S., Suzuki, S., Mirza, O., Krusong, K., Carpenter, E. P., Rutherford, N. G., Hadden, J. M., OReilly, J., Ma, P., Saidijam, M., Patching, S. G., Hope, R. J., Norbertczak, H. T., Roach, P. C., Iwata, S., Henderson, P. J., and Cameron, A. D. (2008) Structure and molecular mechanism of a nucleobase-cation-symport-1 family transporter Science 322, 709-713
23. Shimamura, T., Weyand, S., Beckstein, O., Rutherford, N. G., Hadden, J. M., Sharples, D., Sansom, M. S., Iwata, S., Henderson, P. J., and Cameron, A. D. (2010) Molecular basis of alternating access membrane transport by the sodium-hydantoin transporter Mhp1 Science 328, 470-473
24. +/betaine symporter BetP Nature 458, 47-52
25. +/betaine symporter BetP EMBO J. 30, 1221-1229
26. +-independent amino acid transporter Science 325, 1010-1014
27. Fang, Y., Jayaram, H., Shane, T., Kolmakova-Partensky, L., Wu, F., Williams, C., Xiong, Y., and Miller, C. (2009) Structure of a prokaryotic virtual proton pump at 3.2 Å resolution Nature 460, 1040-1043
28. Gao, X., Lu, F., Zhou, L., Dang, S., Sun, L., Li, X., Wang, J., and Shi, Y. (2009) Structure and mechanism of an amino acid antiporter Science 324, 1565-1568
29. Mecozzi, S., West, A. P., Jr., and Dougherty, D. A. (1996) Cation-π interactions in aromatics of biological and medicinal interest: Electrostatic potential surfaces as a useful qualitative guide Proc. Natl. Acad. Sci. U.S.A. 93, 10566-10571
30. Heaton, A. L. and Armentrout, P. B. (2008) Experimental and theoretical studies of sodium cation interactions with d -arabinose, xylose, glucose, and galactose J. Phys. Chem. A 112, 10156-10167
31. Wincel, H. (2011) Thermochemistry of microhydration of sodiated and potassiated monosaccharides J. Am. Soc. Mass Spectrom. 22, 1570-1576
32. Quiocho, F. A. (1989) Protein-carbohydrate interactions: Basis molecular features Pure Appl. Chem. 61, 1293-1306
33. Nishio, M. (2011) The CH/π hydrogen bond in chemistry. Conformation, supramolecules, optical resolution and interactions involving carbohydrates Phys. Chem. Chem. Phys. 13, 13873-13900
34. Bondar, A. N. and White, S. H. (2012) Hydrogen bond dynamics in membrane protein function Biochim. Biophys. Acta 1818, 942-950