Rational design of reversible and irreversible cysteine sulfenic acid-targeted linear C-nucleophiles

Chemical Communications

Volumn 52, Issue 16, 2016, Pages 3414-3417

  Gupta, Vinayak ^a   Carroll, Kate S ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; ACETIC ACID; ACETYLACETONE; ALKYNE DERIVATIVE; AMIDE; CARBONYL DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CURCUMIN; CYSTEINE DERIVATIVE; DITHIOTHREITOL; ESTER DERIVATIVE; GLUTATHIONE; GLUTATHIONE PEROXIDASE 3; HYDRAZIDE DERIVATIVE; NITRILE; NUCLEOPHILE; SULFENIC ACID DERIVATIVE; SULFIDE; SULFONE; SULFONIC ACID DERIVATIVE; THIOL DERIVATIVE; TOFACITINIB; CYSTEINE; CYSTEINESULFENIC ACID;

ARTICLE; CHEMICAL REACTION KINETICS; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; COVALENT BOND; DRUG BINDING; DRUG DESIGN; DRUG IDENTIFICATION; DRUG SCREENING; DRUG STABILITY; DRUG STRUCTURE; DRUG TARGETING; ELECTRON TRANSPORT; ELECTROPHILICITY; FEMALE; HUMAN; HUMAN CELL; HYDRATION; MOLECULAR STABILITY; MOLECULAR WEIGHT; NUCLEOPHILICITY; PH; TAUTOMER;

CYSTEINE; SULFENIC ACIDS;

EID: 84958998883     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c6cc00228e     Document Type: Article

References (22)

1. V. Gupta K. S. Carroll Biochim. Biophys. Acta 2014 1840 847 875
2. C. E. Paulsen et al. Nat. Chem. Biol. 2012 8 57 64
3. J. Yang et al. Nat. Commun. 2014 5 4776
4. J. Yang et al. Nat. Protoc. 2015 10 1022 1037
5. Y. H. Seo K. S. Carroll Proc. Natl. Acad. Sci. U. S. A. 2009 106 16163 16168
6. E. Zito et al. Mol. Cell 2012 48 39 51
7. J. Singh et al. Nat. Rev. Drug Discovery 2011 10 307 317
8. M. E. B. Smith et al. J. Am. Chem. Soc. 2010 132 1960 1965
9. J. M. Bradshaw et al. Nat. Chem. Biol. 2015 11 525 531
10. T. H. Truong K. S. Carroll Biochemistry 2012 51 9954 9965
11. T. H. Truong K. S. Carroll Crit. Rev. Biochem. Mol. Biol. 2013 48 332 356
12. V. Gupta K. S. Carroll Chem. Sci. 2016 7 400 415
13. P. Martinez-Acedo et al. J. Mass Spectrom. 2014 49 257 265
14. S. G. Mills P. Beak J. Org. Chem. 1985 50 1216 1224
15. K. V. Ruddraraju et al. J. Org. Chem. 2015 80 12015 12026
16. V. P. Menon A. R. Sudheer Adv. Exp. Med. Biol. 2007 595 105 125
17. D. Abegg et al. Angew. Chem., Int. Ed. 2015 54 10852 10857
18. J. Qian et al. Chem. Commun. 2012 48 4091 4093
19. Nat. Rev. Drug Discovery, 2012, 11, 895
20. P. S. Changelian et al. Science 2003 302 875 878
21. J. D. Clark et al. J. Med. Chem. 2014 57 5023 5038
22. J. Singh et al. Curr. Opin. Chem. Biol. 2010 14 475 480