Selective reduction of peptide isothiazolidin-3-ones

Organic Letters

Volumn 8, Issue 25, 2006, Pages 5697-5699

  Shiau, Timothy P ^a,c   Erlanson, Daniel A ^a   Gordon, Eric M ^a,b  

^a Sunesis Pharmaceuticals Inc   (United States)

^b Palantir Technologies   (United States)

^c NovaCal Pharmaceutical   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COUMARIN DERIVATIVE; FLUORESCENT DYE; PEPTIDE; PHOSPHONIC ACID DERIVATIVE; SULFUR; THIAZOLE DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; CHEMISTRY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION REDUCTION REACTION; SPECTROFLUOROMETRY;

COUMARINS; FLUORESCENT DYES; MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION-REDUCTION; PEPTIDES; PHOSPHONIC ACIDS; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, INFRARED; SULFHYDRYL COMPOUNDS; SULFUR; THIAZOLES;

EID: 33846277598     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062077j     Document Type: Article

References (19)

1. Reviews: (a) Ostman, A.; Bohmer, F. D. Trends Cell Biol. 2001, 11, 258-266.
2. (b) Ukkola, O.; Santaniemi, M. J. Int. Med. 2002, 251, 467-475.
3. (c) Burke, T. R.; Lee, K. Acc. Chem. Res. 2003, 36, 426-433.
4. (a) Byon, J. C. H.; Kusari, A. B.; Kusari, J. Mol. Cell. Biochem. 1998, 182, 101-108.
5. (b) Gum, R. J. et al. Diabetes 2003, 52, 21-28.
6. Elchebly, M.; Payette, P.; Michaliszyn, E.; Cromlish, W.; Collins, S.; Loy, A. L.; Normandin, D.; Cheng, A.; Himms-Hagen, J.; Chan, C. C.; Ramachandran, C.; Gresser, M. J.; Tremblay, M. L.; Kennedy, B. P. Science 1999, 283, 1544-1548.
7. For a recent review, see: Bialy, L.; Waldmann, H. Angew. Chem., Int. Ed. 2005, 44, 3814-3839.
8. Wiesmann, C.; Barr, K. J.; Kung, J.; Zhu, J.; Erlanson, D. A.; Shen, W.; Fahr, B. J.; Zhong, M.; Taylor, L.; Randal, M.; McDowell, R. S.; Hansen, S. K. Nat. Struct. Biol. 2004, 11, 730-737.
9. Hansen, S. K.; Cancilla, M. T.; Shiau, T. P.; Kung, J.; Chen, T.; Erlanson, D. A. Biochemistry 2005, 44, 7704-7712.
10. (a) Salmeen, A.; Andersen, J. N.; Myers, M. P.; Meng, T. C.; Hinks, J. A.; Tonks, N. K.; Barford, D. Nature 2003, 423, 769-772.
11. (b) Montfort, R. L. M.; Congreve, M.; Tisi, D.; Carr, R.; Jhoti, H. Nature 2003, 423, 773-777.
12. (a) Barford, D. Curr. Opin. Struct. Biol. 2004, 14, 679-686.
13. (b) Tonks, N. K. Cell 2005, 121, 667-670.
14. (a) Saurin, A. T.; Neubert, H.; Brennan, J. P.; Eaton, P. Proc. Natl. Acad. Sci. 2004, 101, 17982-17987.
15. (b) Meng, T. C.; Buckley, D. A.; Galic, S.; Tiganis, T.; Tonks, N. K. J. Biol. Chem. 2004, 279, 37716-37725.
16. Denu, J. M.; Tanner, K. G. Biochemistry 1998, 37, 5633-5642.
17. Sivaramakrishnan, S.; Keerthi, K.; Gates, K. S. J. Am. Chem. Soc. 2005, 127, 10830-10831.
18. Morin, R. B.; Gordon, E. M.; Lake, J. R. Tetrahedron Lett. 1973, 14, 5213-5216.
19. Dobson, A. J.; Gerkin, R. E. Acta Crystallogr. C 1996, 52, 3081-3083.