Monitoring compound integrity with cytochrome P450 assays and qHTS

Journal of Biomolecular Screening

Volumn 14, Issue 5, 2009, Pages 538-546

  MacArthur, Ryan ^a   Leister, William ^a   Veith, Henrike ^a   Shinn, Paul ^a   Southall, Noel ^a   Austin, Christopher P ^a   Inglese, James ^a   Auld, Douglas S ^a  

^a NATIONAL INSTITUTES OF HEALTH   (United States)

Author keywords

Compound storage; DMSO; HTS; Quantitative HTS

Indexed keywords

CHEMICAL COMPOUND; CYTOCHROME P450 1A2; CYTOCHROME P450 2D6; DIMETHYL SULFOXIDE;

ARTICLE; BIOLUMINESCENCE; CONTROLLED STUDY; DRUG POTENCY; HIGH THROUGHPUT SCREENING; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PRIORITY JOURNAL; QUALITY CONTROL; ROOM TEMPERATURE; STORAGE;

BIOLOGICAL ASSAY; CHROMATOGRAPHY, LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; DRUG DISCOVERY; DRUG STORAGE; ISOENZYMES; MASS SPECTROMETRY; PHARMACEUTICAL PREPARATIONS;

EID: 67449107432     PISSN: 10870571     EISSN: 1552454X     Source Type: Journal    
DOI: 10.1177/1087057109336954     Document Type: Article

References (38)

1. Bowes S., Sun DY, Kaffashan A., Zeng CH, Chuaqui C., Hronowski X.: Quality assessment and analysis of Biogen Idec compound library. J Biomol Screen 2006 ; 11: 828-835. (Pubitemid 44562324)
2. Cheng XH, Hochlowski J., Tang H., Hepp D., Beckner C., Kantor S., et al. Studies on repository compound stability in DMSO under various conditions. J Biomol Screen 2003 ; 8: 292-304.
3. Darvas F., Karancsi T., Slegel P., Dorma G.: Estimating stability for HTS library compounds. Genetic Engineering News 2000 ; 20: 30-31.
4. Hochlowski J., Cheng X., Sauer D., Djuric S.: Studies of the relative stability of TFA adducts vs non-TFA analogues for combinatorial chemistry library members in DMSO in a repository compound collection. J Comb Chem 2003 ; 5: 345-349. (Pubitemid 37140542)
5. Ilouga PE, Winkler D., Kirchhoff C., Schierholz B., Wolcke J.: Investigation of 3 industry-wide applied storage conditions for compound libraries. J Biomol Screen 2007 ; 12: 21-32. (Pubitemid 46224916)
6. Kozikowski BA, Burt TM, Tirey DA, Williams LE, Kuzmak BR, Stanton DT, et al. The effect of room-temperature storage on the stability of compounds in DMSO. J Biomol Screen 2003 ; 8: 205-209.
7. Kozikowski BA, Burt TM, Tirey DA, Williams LE, Kuzmak BR, Stanton DT, et al. The effect of freeze/thaw cycles on the stability of compounds in DMSO. J Biomol Screen 2003 ; 8: 210-215.
8. Chan JA, Hueso-Rodriguez JA: Compound library management. In Janzen WP (ed.): High Throughput Screening: Methods and Protocols. Totowa, NJ: Humana Press, 2002: 117-127.
9. Archer JR: History, evolution, and trends in compound management for high throughput screening. Assay Drug Dev Technol 2004 ; 2: 675-681. (Pubitemid 40309426)
10. Oldenburg K., Pooler D., Scudder K., Lipinski C., Kelly M.: High throughput sonication: evaluation for compound solubilization. Comb Chem High Throughput Screen 2005 ; 8: 499-512. (Pubitemid 41242954)
11. Kariv I., Fereshteh MP, Oldenburg KR: Development of a miniaturized 384-well high throughput screen for the detection of substrates of cytochrome P450 2D6 and 3A4 metabolism. J Biomol Screen 2001 ; 6: 91-99. (Pubitemid 32373800)
12. Trubetskoy OV, Gibson JR, Marks BD: Highly miniaturized formats for in vitro drug metabolism assays using vivid fluorescent substrates and recombinant human cytochrome P450 enzymes. J Biomol Screen 2005 ; 10: 56-66.
13. Gordon EJ: Small-molecule screening: it takes a village. ACS Chem Biol 2007 ; 2: 9-16. (Pubitemid 47490236)
14. Lazo JS, Brady LS, Dingledine R.: Building a pharmacological lexicon: small molecule discovery in academia. Mol Pharm 2007 ; 72: 1-7. (Pubitemid 46998519)
15. Inglese J., Auld DS, Jadhav A., Johnson RL, Simeonov A., Yasgar A., et al. Quantitative high-throughput screening: a titration-based approach that efficiently identifies biological activities in large chemical libraries. Proc Natl Acad Sci U S A 2006 ; 103: 11473-11478. (Pubitemid 44182476)
16. Inglese J., Johnson RL, Simeonov A., Xia MH, Zheng W., Austin CP, et al. High-throughput screening assays for the identification of chemical probes. Nat Chem Biol 2007 ; 3: 466-479. (Pubitemid 47080373)
17. Yasgar A., Shinn P., Jadhav A., Auld D., Michael S., Zheng W., et al. Compound management for quantitative high-throughput screening. JALA Charlottesv Va 2008 ; 3: 79-89. (Pubitemid 351325745)
18. Rasmussen DH: Phase diagram for the system water-dimethylsulfoxide. Nature 1968 ; 220: 1315-1317.
19. Michael S., Auld D., Klumpp C., Jadhav A., Zheng W., Thorne N., et al. A robotic platform for quantitative high-throughput screening. Assay Drug Dev Technol 2008 ; 6: 637-657.
20. Cleveland PH, Koutz PJ: Nanoliter dispensing for uHTS using pin tools. Assay Drug Dev Technol 2005 ; 3: 213-225. (Pubitemid 40846890)
21. Cali JJ, Ma D., Sobol M., Simpson DJ, Frackman S., Good TD, et al. Luminogenic cytochrome P450 assays. Expert Opin Drug Metab Toxicol 2006 ; 2: 629-645. (Pubitemid 46118331)
22. Cali JJ, Niles A, Valley MP, O'Brien MA, Riss TL, Shultz J: Bioluminescent assays for ADMET. Expert Opin Drug Metab Toxicol 2008;4:103-120. 23. NIH Chemical Genomics Center: Free software and code for public use. Retrieved from http://www.ncgc.nih.gov/pub/openhts/curvefit/.
23. Eastwood BJ, Chesterfield AK, Wolff MC, Felder CC: Methods for the design and analysis of replicate-experiment studies to establish assay reproducibility and the equivalence of two potency assays. In Gad SC (ed): Drug Discovery Handbook. New York: John Wiley & Sons, 2005: 667-688.
24. Eastwood BJ, Farmen MW, Iversen PW, Craft TJ, Smallwood JK, Garbison KE, et al. The minimum significant ratio: a statistical parameter to characterize the reproducibility of potency estimates from concentration-response assays and estimation by replicate-experiment studies. J Biomol Screen 2006 ; 11: 253-261.
25. AGM: Assay Guidance Manual Version 4.1. Indianapolis, IN: Eli Lilly and Company and NIH Chemical Genomics Center, 2008.
26. Shukla SJ, Nguyen D-T., MacArthur R., Simeonov A., Frazee WJ, Hallis TM, et al. Identification of Pregnane X receptor ligands using time-resolved fluorescence resonance energy transfer and quantitative high throughput screening. Assay Drug Dev Technol ; in press.
27. Prestwick Chemical: Prestwick chemical library. Retrieved from http://www.prestwickchemical.fr/index.php?pa=26
28. Ncbi. PubChem home page. Retrieved from http://pubchem.ncbi.nlm.nih.gov/.
29. Cowie JMG, Toporowski PM: Association in the binary liquid system dimethyl sulphoxide-water. Canadian Journal of Chemistry-Revue Canadienne De Chimie 1961 ; 39: 2240-2243.
30. Fort RJ, Moore WR: Viscosities of binary liquid mixtures. Trans Faraday Soc 1966 ; 62: 1112-1119.
31. Packer KJ, Tomlinson DJ: Nuclear spin relaxation and self-diffusion in the binary system, dimethylsulphoxide (DMSO) + water. Trans Faraday Soc 1971 ; 67: 1302-1314.
32. Havemeyer RN: Freezing point curve of dimethyl sulfoxide-water solutions. J Pharm Sci 1966 ; 55: 851-853.
33. Lipinski CA: Samples in DMSO: What an End User Needs to Know. Somerset, NJ: Laboratory Robotics Interest Group, 2006.
34. Fuchs R., McCrary GE, Bloomfield JJ: Mechanisms of nucleophilic displacement in aqueous dimethyl sulfoxide solutions. J Am Chem Soc 1961 ; 83: 4281-4284.
35. Ellson R., Stearns R., Mutz M., Brown C., Browning B., Harris D., et al. In situ DMSO hydration measurements of HTS compound libraries. Comb Chem High Throughput Screen 2005 ; 8: 489-498. (Pubitemid 41242953)
36. Engeloch C., Schopfer U., Muckenschnabel I., Le Goff F., Mees H., Boesch K., et al. Stability of screening compounds in wet DMSO. J Biomol Screen 2008 ; 13: 999-1006.
37. Schopfer U., Hohn F., Hueber M., Girod M., Engeloch C., Popov M., et al. Screening library evolution through automation of solution preparation. J Biomol Screen 2007 ; 12: 724-732. (Pubitemid 47231237)
38. Turner BA, Evans BP, Pearson TT, Braden TK, Wise SC: Examination of edge effects with different storage conditions of preplated dimethyl sulfoxide nanospots in ChemLib 1,536- and 3,456-well assay-ready plates. Assay Drug Dev Technol 2008 ; 6: 811-818.