Ferrocenes with two carbohydrate appendages at the upper and lower rings are useful for investigating carbohydrate-carbohydrate interactions

Chemical Communications

Volumn , Issue 36, 2009, Pages 5442-5444

  Otsuka, Atsushi ^a   Sakurai, Kunihiro ^a   Hasegawa, Teruaki ^a  

^a TOYO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTOSIDE; CALCIUM ION; CARBOHYDRATE DERIVATIVE; FERROCENE; SODIUM ION; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CELL ADHESION; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; CONFORMATION; ENTROPY; GLYCOSYLATION; MOLECULAR INTERACTION; MOLECULAR PROBE; SIGNAL TRANSDUCTION; STEREOCHEMISTRY; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 69949188702     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b910534d     Document Type: Article

References (27)

1. K. Iwabuchi S. Yamamura A. Prinetti K. Handa S. Hakomori J. Biol Chem. 1998 273 9130
2. Y. Song D. A. Withers S. Hakomori J. Biol. Chem. 1998 273 2517
3. S. Hakomori Adv. Exp. Med. Biol. 2001 491 369
4. Y. Luo F. Barbault C. Gourmala Y. Zhang F. Maurel Y. Hu B. T. Fan J. Mol. Mod. 2008 14 901
5. N. Kojima M. Shiota Y. Sadahira K. Hanada S. Hakomori J. Biol. Chem. 1992 267 17264
6. K. Matsuura R. Oda H. Kitakouji M. Kiso K. Kitajima K. Kobayashi Biomacromolecules 2004 5 937
7. N. Seah P. V. Santacrose A. Basu Org. Lett. 2009 11 559
8. P. V. Santacroce A. Basu Angew. Chem., Int. Ed. 2003 42 95
9. S. Yu N. Kojima S. Hakomori S. Kudo S. Inoue Y. Inoue Proc. Natl. Acad. Sci. U. S. A. 2002 99 2854
10. F. Pincet T. L. Bouar Y. Zhang J. Esnault J.-M. Mallet E. Perez P. Sinaÿ Biophys. J. 2001 80 1354
11. I. Bucior S. Scheuring A. Engel M. M. Burger J. Cell Biol. 2004 165 529
12. J. M. de la Fuente P. Eaton A. G. Barrientos M. Menéndez S. Penadés J. Am. Chem. Soc. 2005 127 6192
13. M. Fuss M. Luna D. Alcántara J. M. de la Fuente S. Penadés Langmuir 2008 24 5124
14. A. C. de Souza J. P. Kamerling Meth. Enzymol. 2006 417 221
15. T. Hasegawa T. Sasaki Chem. Commun. 2003 8 978
16. G. L. Simpson A. H. Gordon D. M. Lindsay N. Promsawan M. P. Crump K. Mulholland B. R. Hayter T. Gallagher J. Am. Chem. Soc. 2006 128 10638
17. A. Geyer C. Gege R. R. Schmidt Angew. Chem., Int. Ed. 2000 39 3
18. P. V. Murphy H. Müller-Bunz T. Velasco-Torrijos Carbohydr. Res. 2005 340 1437
19. M. Fuss M. Luna D. Alcántara J. M. de la Fuente P. M. Enríquez-Navas J. Angulo S. Penadés F. Briones J. Phys Chem. B 2008 112 11595
20. J. M. Casas-Solvas A. Vargas-Berenguel L. F. Capitán-Vallvey F. Santoyo-González Org. Lett. 2004 6 3687
21. J. M. Casas-Solvas E. Ortiz-Salmeron J. J. Gimenez-Martinez L. Garcia-Fuentes L. F. Capitain-Vallvey F. Santoyo-Gonzalez A. Vargas-Berenguel Chem.-Eur. J. 2009 15 710
22. T. Hasegawa M. Numata M. Asai M. Takeuchi S. Shinkai Tetrahedron Lett. 2005 61 7783
23. T. Hirao J. Org. Chem. 2005 3 3018
24. We confirmed that the additions of these salts induced no or negligible pH change in the media.
25. +-induced conformational changes of Fc-βLac, but the possibility of intermolecular βLac-βLac interactions between two Fc-βLacs as a minor pathway cannot be excluded in this system.
26. 2+
27. This referential experiment using NeuAc also suggests that SLac-induced pH change has negligible effects on the conformational change.