Bacterial biosensors for screening isoform-selective ligands for human thyroid receptors α-1 and β-1

FEBS Open Bio

Volumn 2, Issue , 2012, Pages 247-253

  Gierach, Izabela ^a   Li, Jingjing ^a,c   Wu, Wan Yi ^a   Grover, Gary J ^c   Wood, David W ^b  

^a Princeton University   (United States)

^b Ohio State University   (United States)

^c RUTGERS ROBERT WOOD JOHNSON MEDICAL SCHOOL   (United States)

Author keywords

Bacterial biosensor; Drug screening; Inteins; Thyroid receptor; Thyroid receptor subtype selectivity

Indexed keywords

3,3',5 TRIIODOTHYROACETIC ACID SULFATE; 3,3',5' TRIIODOTHYRONINE; [3,5 DICHLORO 4 (4 HYDROXY 3 ISOPROPYLPHENOXY)PHENYLACETIC ACID]; ESTRADIOL; HORMONE RECEPTOR; KB 141; SOBETIROME; THYMIDYLATE SYNTHASE; THYROID RECEPTOR ALPHA 1; THYROID RECEPTOR BETA 2; THYROMIMETIC AGENT; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL GROWTH; BINDING AFFINITY; BIOSENSOR; DRUG POTENCY; DRUG SCREENING; ENZYME ACTIVITY; ESCHERICHIA COLI; LIGAND BINDING; NONHUMAN; NUCLEOTIDE SEQUENCE; PHENOTYPE; PRIORITY JOURNAL; REPORTER GENE;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI; MAMMALIA; RATTUS;

EID: 84865567490     PISSN: 22115463     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.fob.2012.08.002     Document Type: Article

References (46)

1. Raval S, Raval P, Bandyopadhyay D, Soni K, Yevale D, Jogiya D, Modi H, Joharapurkar A, Gandhi N, Jain MR, et al. Design and synthesis of novel 3-hydroxy-cyclobut-3-ene-1,2-dione derivatives as thyroid hormone receptor beta (TR-beta) selective ligands. Bioorg. Med. Chem. Lett. 2008, 18:3919-3924.
2. Baxter JD, Webb P Thyroid hormone mimetics: potential applications in atherosclerosis, obesity and type 2 diabetes. Nature Rev. Drug Discovery 2009, 8:308-320.
3. Apriletti JW, Ribeiro RC, Wagner RL, Feng W, Webb P, Kushner PJ, West BL, Nilsson S, Scanlan TS, Fletterick RJ, et al. Molecular and structural biology of thyroid hormone receptors. Clin. Exp. Pharmacol. Physiol. Suppl. 1998, 25:S2-S11.
4. Chiellini G, Nguyen NH, Apriletti JW, Baxter JD, Scanlan TS Synthesis and biological activity of novel thyroid hormone analogues: 5'-aryl substituted GC-1 derivatives. Bioorg. Med. Chem 2002, 10:333-346.
5. Garcia Collazo AM, Koehler KF, Garg N, Farnegardh M, Husman B, Ye L, Ljunggren J, Mellstrom K, Sandberg J, Grynfarb M, et al. Thyroid receptor ligands. Part 5: novel bicyclic agonist ligands selective for the thyroid hormone receptor beta. Bioorg. Med. Chem. Lett 2006, 16:1240-1244.
6. Bleicher L, Aparicio R, Nunes FM, Martinez L, Gomes Dias SM, Figueira AC, Santos MA, Venturelli WH, da Silva R, Donate PM, et al. Structural basis of GC-1 selectivity for thyroid hormone receptor isoforms. BMC Struct. Biol. 2008, 8:8.
7. Takeda T, Suzuki S, Liu RT, DeGroot LJ Triiodothyroacetic acid has unique potential for therapy of resistance to thyroid hormone. J. Clin. Endocrinol. Metab. 1995, 80:2033-2040.
8. Martinez L, Nascimento AS, Nunes FM, Phillips K, Aparicio R, Dias SM, Figueira AC, Lin JH, Nguyen P, Apriletti JW, et al. Gaining ligand selectivity in thyroid hormone receptors via entropy. Proc. Natl. Acad. Sci. USA 2009, 106:20717-20722.
9. Chiellini G, Apriletti JW, Yoshihara HA, Baxter JD, Ribeiro RC, Scanlan TS A high-affinity subtype-selective agonist ligand for the thyroid hormone receptor. Chem. Biol. 1998, 5:299-306.
10. Grover GJ, Egan DM, Sleph PG, Beehler BC, Chiellini G, Nguyen NH, Baxter JD, Scanlan TS Effects of the thyroid hormone receptor agonist GC-1 on metabolic rate and cholesterol in rats and primates: selective actions relative to 3,5,3'-triiodo-L-thyronine. Endocrinology 2004, 145:1656-1661.
11. Scanlan TS Sobetirome: a case history of bench-to-clinic drug discovery and development. Heart Fail. Rev. 2008, 15:177-182.
12. Nguyen NH, Apriletti JW, Baxter JD, Scanlan TS Hammett analysis of selective thyroid hormone receptor modulators reveals structural and electronic requirements for hormone antagonists. J. Am. Chem. Soc. 2005, 127:4599-4608.
13. Borngraeber S, Budny MJ, Chiellini G, Cunha-Lima ST, Togashi M, Webb P, Baxter JD, Scanlan TS, Fletterick RJ Ligand selectivity by seeking hydrophobicity in thyroid hormone receptor. Proc. Natl. Acad. Sci. USA 2003, 100:15358-15363.
14. Moore JM, Galicia SJ, McReynolds AC, Nguyen NH, Scanlan TS, Guy RK Quantitative proteomics of the thyroid hormone receptor-coregulator interactions. J. Biol. Chem 2004, 279:27584-27590.
15. Grover GJ, Mellstrom K, Malm J Therapeutic potential for thyroid hormone receptor-beta selective agonists for treating obesity, hyperlipidemia and diabetes. Current Vascular Pharmacol. 2007, 5:141-154.
16. Li YL, Litten C, Koehler KF, Mellstrom K, Garg N, Garcia Collazo AM, Farnegard M, Grynfarb M, Husman B, Sandberg J, et al. Thyroid receptor ligands. Part 4: 4'-amido bioisosteric ligands selective for the thyroid hormone receptor beta. Bioorg. Med. Chem. Lett 2006, 16:884-886.
17. Schapira M, Raaka BM, Das S, Fan L, Totrov M, Zhou Z, Wilson SR, Abagyan R, Samuels HH Discovery of diverse thyroid hormone receptor antagonists by high-throughput docking. Proc. Natl. Acad. Sci. USA 2003, 100:7354-7359.
18. Dong H, Yauk CL, Rowan-Carroll A, You SH, Zoeller RT, Lambert I, Wade MG Identification of thyroid hormone receptor binding sites and target genes using ChIP-on-chip in developing mouse cerebellum. PLoS One 2009, 4:e4610.
19. Shi Y, Ye H, Link KH, Putnam MC, Hubner I, Dowdell S, Koh JT Mutant-selective thyromimetics for the chemical rescue of thyroid hormone receptor mutants associated with resistance to thyroid hormone. Biochemistry 2005, 44:4612-4626.
20. Hofmann PJ, Schomburg L, Kohrle J Interference of endocrine disrupters with thyroid hormone receptor-dependent transactivation. Toxicol. Sci. 2009, 110:125-137.
21. Nguyen NH, Apriletti JW, Cunha Lima ST, Webb P, Baxter JD, Scanlan TS Rational design and synthesis of a novel thyroid hormone antagonist that blocks coactivator recruitment. J. Med. Chem 2002, 45:3310-3320.
22. Hohenwarter O, Waltenberger A, Katinger H An in vitro test system for thyroid hormone action. Anal. Biochem. 1996, 234:56-59.
23. Gillies AR, Skretas G, Wood DW Engineered systems for detection and discovery of nuclear hormone-like compounds. Biotechnol. Prog 2008, 24:8-16.
24. Mattioni T, Louvion JF, Picard D Regulation of protein activities by fusion to steroid binding domains. Methods Cell Biol 1994, 43 Pt A:335-352.
25. Picard D Posttranslational regulation of proteins by fusions to steroid-binding domains. Methods Enzymol. 2000, 327:385-401.
26. Tucker CL, Fields S A yeast sensor of ligand binding. Nat. Biotechnol. 2001, 19:1042-1046.
27. Wilkinson JM, Hayes S, Thompson D, Whitney P, Bi K Compound profiling using a panel of steroid hormone receptor cell-based assays. J. Biomol. Screen 2008, 13:755-765.
28. Rehmann K, Schramm KW, Kettrup AA Applicability of a yeast oestrogen screen for the detection of oestrogen-like activities in environmental samples. Chemosphere 1999, 38:3303-3312.
29. Liu JW, Jeannin E, Picard D The anti-estrogen hydroxytamoxifen is a potent antagonist in a novel yeast system. Biol. Chem 1999, 380:1341-1345.
30. Pham TA, Elliston JF, Nawaz Z, McDonnell DP, Tsai MJ, OMalley BW Antiestrogen can establish nonproductive receptor complexes and alter chromatin structure at target enhancers. Proc. Natl. Acad. Sci. USA 1991, 88:3125-3129.
31. Zysk JR, Johnson B, Ozenberger BA, Bingham B, Gorski J Selective uptake of estrogenic compounds by Saccharomyces cerevisiae: a mechanism for antiestrogen resistance in yeast expressing the mammalian estrogen receptor. Endocrinology 1995, 136:1323-1326.
32. LE Gray Jr., Kelce WR, Wiese T, Tyl R, Gaido K, Cook J, Klinefelter G, Desaulniers D, Wilson E, Zacharewski T, et al. Endocrine screening methods workshop report: detection of estrogenic and androgenic hormonal and antihormonal activity for chemicals that act via receptor or steroidogenic enzyme mechanisms. Reprod. Toxicol. 1997, 11:719-750.
33. Skretas G, Wood DW A bacterial biosensor of endocrine modulators. J. Mol. Biol. 2005, 349:464-474.
34. Skretas G, Meligova AK, Villalonga-Barber C, Mitsiou DJ, Alexis MN, Micha-Screttas M, Steele BR, Screttas CG, Wood DW Engineered chimeric enzymes as tools for drug discovery: generating reliable bacterial screens for the detection, discovery, and assessment of estrogen receptor modulators. J. Am. Chem. Soc. 2007, 129:8443-8457.
35. Belfort M, Pedersen-Lane J Genetic system for analyzing Escherichia coli thymidylate synthase. J. Bacteriol. 1984, 160:371-378.
36. Strausberg RL, Feingold EA, Grouse LH, Derge JG, Klausner RD, Collins FS, Wagner L, Shenmen CM, Schuler GD, Altschul SF, et al. Generation and initial analysis of more than 15,000 full-length human and mouse cDNA sequences. Proc. Natl. Acad. Sci. USA 2002, 99:16899-16903.
37. Wood DW, Wu W, Belfort G, Derbyshire V, Belfort M A genetic system yields self-cleaving inteins for bioseparations. Nat. Biotechnol 1999, 17:889-892.
38. Zhang JH, Chung TD, Oldenburg KR A simple statistical parameter for use in evaluation and validation of high throughput screening assays. J. Biomol. Screen 1999, 4:67-73.
39. Gierach I, Shapero K, Eyster TW, Wood DW (2011) Bacterial biosensors for evaluating potential impacts of estrogenic endocrine disrupting compounds in multiple species. Environ. Toxicol.(DOI: 10.1002/tox.20708; online journal).
40. Hassan AQ, Koh JT Selective chemical rescue of a thyroid-hormone-receptor mutant, TRbeta(H435Y), identified in pituitary carcinoma and resistance to thyroid hormone. Angew. Chem. Int. Ed. Engl. 2008, 47:7280-7283.
41. Koury EJ, Pawlyk AC, Berrodin TJ, Smolenski CL, Nagpal S, Deecher DC Characterization of ligands for thyroid receptor subtypes and their interactions with co-regulators. Steroids 2009, 74:270-276.
42. Skretas G, Wood DW Rapid detection of subtype-selective nuclear hormone receptor binding with bacterial genetic selection. Appl. Environ. Microbiol. 2005, 71:8995-8997.
43. Malm J, Grover GJ, Farnegardh M Recent advances in the development of agonists selective for beta1-type thyroid hormone receptor. Mini-Rev. Med. Chem. 2007, 7:79-86.
44. Baxter JD, Webb P, Grover G, Scanlan TS Selective activation of thyroid hormone signaling pathways by GC-1: a new approach to controlling cholesterol and body weight. Trends Endocrinol. Metab 2004, 15:154-157.
45. Garg N, Li YL, Garcia Collazo AM, Litten C, Ryono DE, Zhang M, Caringal Y, Brigance RP, Meng W, Washburn WN, et al. Thyroid receptor ligands. Part 8: Thyromimetics derived from N-acylated-alpha-amino acid derivatives displaying modulated pharmacological selectivity compared with KB-141. Bioorg. Med. Chem. Lett 2007, 17:4131-4134.
46. Jung BI, Kim MS, Kim HA, Kim D, Yang J, Her S, Song YS Caffeic acid phenethyl ester, a component of beehive propolis, is a novel selective estrogen receptor modulator. Phytother. Res. 2010, 24:295-300.