Crystal growth inhibitors for the prevention of L-cystine kidney stones through molecular design

Science

Volumn 330, Issue 6002, 2010, Pages 337-341

  Rimer, Jeffrey D ^a,d   An, Zhihua ^a   Zhu, Zina ^a   Lee, Michael H ^a   Goldfarb, David S ^b   Wesson, Jeffrey A ^c   Ward, Michael D ^a  

^a NEW YORK UNIVERSITY   (United States)

^b NEW YORK UNIVERSITY SCHOOL OF MEDICINE   (United States)

^c CLEMENT J ZABLOCKI VETERANS AFFAIRS MEDICAL CENTER   (United States)

^d UNIVERSITY OF HOUSTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYSTINE DIMETHYL ESTER; CYSTINE METHYL ESTER; ESTER DERIVATIVE; POTASSIUM; SODIUM; UNCLASSIFIED DRUG; CYSTINE; L-CYSTINE DIMETHYLESTER; L-CYSTINE METHYLESTER;

ATOMIC FORCE MICROSCOPY; CRYSTALLIZATION; DISEASE TREATMENT; GROWTH RATE; INHIBITOR; MOLECULAR ANALYSIS; PATHOGENICITY; REAL TIME; SIZE;

ARTICLE; ATOMIC FORCE MICROSCOPY; BINDING KINETICS; CRYSTALLIZATION; DRUG BINDING; DRUG DESIGN; DRUG STRUCTURE; HUMAN; NEPHROLITHIASIS; PRIORITY JOURNAL; STONE FORMATION; ANALOGS AND DERIVATIVES; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; COMPLICATION; CYSTINURIA; HYDROGEN BOND; KIDNEY CALCULI; METABOLISM; MOLECULAR MIMICRY; PHYSICAL CHEMISTRY; SOLUBILITY;

BINDING SITES; CRYSTALLIZATION; CYSTINE; CYSTINURIA; DRUG DESIGN; HUMANS; HYDROGEN BONDING; KIDNEY CALCULI; MICROSCOPY, ATOMIC FORCE; MODELS, MOLECULAR; MOLECULAR MIMICRY; MOLECULAR STRUCTURE; PHYSICOCHEMICAL PROCESSES; SOLUBILITY;

EID: 77957948950     PISSN: 00368075     EISSN: 10959203     Source Type: Journal    
DOI: 10.1126/science.1191968     Document Type: Article

References (36)

1. K. Ahmed, P. Dasgupta, M. S. Khan, Postgrad. Med. J. 82, 799 (2006).
2. D. J. Dolin, J. R. Asplin, L. Flagel, M. Grasso, D. S. Goldfarb, J. Endourol. 19, 429 (2005).
3. A. Mattoo, D. S. Goldfarb, Semin. Nephrol. 28, 181 (2008).
4. O. W. Moe, Lancet 367, 333 (2006).
5. G. Becker, Nephrology 12 (suppl. 1), S4 (2007).
6. Y. Nakagawa, J. R. Asplin, D. S. Goldfarb, J. H. Parks, F. L. Coe, J. Urol. 164, 1481 (2000).
7. A. C. Hillier, M. D. Ward, Science 263, 1261 (1994).
8. M. D. Ward, Chem. Rev. 101, 1697 (2001).
9. Materials and methods are available as supporting material on Science Online.
10. S. Dahaoui, V. Pichon-Pesme, J. A. K. Howard, C. Lecomte, J. Phys. Chem. A 103, 6240 (1999).
11. E. K. Girija, S. N. Kalkura, P. Ramasamy, J. Mater. Sci. 6, 617 (1995).
12. Y. Fujiki, N. Tokunaga, S. Shinkai, K. Sada, Angew. Chem. Int. Ed. 45, 4764 (2006).
13. B. M. Oughton, P. M. Harrison, Acta Crystallogr. 12, 396 (1959).
14. W. A. Tiller, The Science of Crystallization: Microscopic Phenomena and Defect Generation (Cambridge Univ. Press, Ithaca, NY, 1991).
15. J. P. Sizemore, M. F. Doherty, Cryst. Growth Des. 9, 2637 (2009).
16. L. S. Levitt, J. Phys. 49, 696 (1975).
17. R. Carta, G. Tola, J. Chem. Eng. Data 41, 414 (1996).
18. I. Weissbuch, L. Addadi, L. Leiserowitz, L. Leiserowitz, Science 253, 637 (1991).
19. G. Clydesdale, R. B. Hammond, K. J. Roberts, J. Phys. Chem. B 107, 4826 (2003).
20. I. Weissbuch, M. Lahav, L. Leiserowitz, Cryst. Growth Des. 3, 125 (2003).
21. R. J. Davey et al., J. Chem. Soc. Faraday Trans. 88, 3461 (1992).
22. A. S. Michaels, F. W. Tausch Jr., J. Phys. Chem. 65, 1730 (1961).
23. R. Buller, M. L. Peterson, Ö. Almarsson, L. Leiserowitz, Cryst. Growth Des. 2, 553 (2002).
24. I. Solomonov et al., J. Am. Chem. Soc. 129, 2615 (2007).
25. Y. C. Liou, A. Tocilj, P. L. Davies, Z. Z. Jia, Nature 406, 322 (2000).
26. C. A. Orme et al., Nature 411, 775 (2001).
27. A. E. Stephenson et al., Science 322, 724 (2008).
28. S. W. Guo, M. D. Ward, J. A. Wesson, Langmuir 18, 4284 (2002).
29. T. Jung et al., Langmuir 20, 8587 (2004).
30. B. Grohe et al., J. Am. Chem. Soc. 129, 14946 (2007).
31. X. Sheng, T. Jung, J. A. Wesson, M. D. Ward, Proc. Natl. Acad. Sci. U.S.A. 102, 267 (2005).
32. M. O. Chaney, L. K. Steinrauf, Acta Crystallogr. B 30, 711 (1974).
33. A. Kessler et al., Neurochem. Res. 33, 737 (2008).
34. M. J. Wilmer et al., Pediatr. Res. 62, 151 (2007).
35. J. W. Foreman, M. A. Bowring, J. Lee, B. States, S. Segal, Metabolism 36, 1185 (1987).
36. This work was supported primarily by NIH (NIDDK R01-DK068551) and the NYU Molecular Design Institute. The authors also acknowledge support from the Office of Rare Disease Research (1U54DK083908-01) and the Advanced Photon Source, ChemMatCARS Sector 15, which is principally supported by NSF/U.S. Department of Energy (DOE) (NSF/DOE; CHE-0535644). The authors thank C. Hu, M. Li, Y.-S. Chen, and G. Kowach for technical assistance and B. Kahr for helpful discussions.