SCOPUS 정보 검색 플랫폼

Volumn 6, Issue 8, 2011, Pages 1411-1422

Discovery, Structure-Activity Relationship Studies, and Crystal Structure of Nonpeptide Inhibitors Bound to the Shank3 PDZ Domain

(10) Saupe, Jörn b,c Roske, Yvette d Schillinger, Christian b Kamdem, Nestor b,c Radetzki, Silke b Diehl, Anne b Oschkinat, Hartmut b,c Krause, Gerd b Heinemann, Udo c,d Rademann, Jörg a,b

a UNIVERSITY OF LEIPZIG (Germany)

b LEIBNIZ INSTITUT FÜR MOLEKULARE PHARMAKOLOGIE (Germany)

c FREIE UNIVERSITÄT BERLIN (Germany)

d MAX DELBRÜCK CENTER FOR MOLECULAR MEDICINE (Germany)

Author keywords

Fluorescence polarization; High throughput screening; Inhibitors; PDZ domain; Protein protein interactions

Indexed keywords

3A,4,5,9B TETRAHYDRO 3H CYCYCLOPENTY[C]QUINOLINE 4 CARBOXYLIC ACID ETHYL ESTER; 6,6A,7,11B TETRAHYDRO 5H INDENO[2,1-C]QUINOLINE 6 CARBOXYLIC ACID ETHYL ESTER; CARBOXYLIC ACID DERIVATIVE; PEPTIDE; PROTEIN; SHANK3 PROTEIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; CRYSTAL STRUCTURE; DIELS ALDER REACTION; FLUORESCENCE POLARIZATION IMMUNOASSAY; HUMAN; MOUSE; NEUROLOGIC DISEASE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PDZ DOMAIN; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN PROTEIN INTERACTION; STRUCTURE ACTIVITY RELATION;

AMINO ACID SEQUENCE; BINDING SITES; CARRIER PROTEINS; CRYSTALLOGRAPHY, X-RAY; DRUG EVALUATION, PRECLINICAL; HUMANS; PDZ DOMAINS; PEPTIDES; PROTEIN INTERACTION DOMAINS AND MOTIFS; QUINOLINES; RECOMBINANT PROTEINS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79960680885 PISSN: 18607179 EISSN: 18607187 Source Type: Journal
DOI: 10.1002/cmdc.201100094 Document Type: Article

Times cited : (35)

References (53)

1
- 37249004920
- J. A. Wells, C. L. McClendon, Nature 2007, 450, 1001-1009.
- (2007) Nature , vol.450 , pp. 1001-1009
- Wells, J.A.¹ McClendon, C.L.²

2
- 3142781225
- M. R. Arkin, J. A. Wells, Nat. Rev. Drug Discovery 2004, 3, 301-317.
- (2004) Nat. Rev. Drug Discovery , vol.3 , pp. 301-317
- Arkin, M.R.¹ Wells, J.A.²

3
- 15644379801
- A. Songyang, A. S. Fanning, C. Fu, J. Xu, S. M. Marfatia, A. H. Chishti, A. Crompton, A. C. Chan, J. M. Anderson, L. C. Cantley, Science 1997, 275, 73-77.
- (1997) Science , vol.275 , pp. 73-77
- Songyang, A.¹ Fanning, A.S.² Fu, C.³ Xu, J.⁴ Marfatia, S.M.⁵ Chishti, A.H.⁶ Crompton, A.⁷ Chan, A.C.⁸ Anderson, J.M.⁹ Cantley, L.C.¹⁰

4
- 0033617473
- B. J. Hillier, K. S. Christopherson, K. E. Prehoda, D. S. Bredt, W. A. Lim, Science 1999, 284, 812-815.
- (1999) Science , vol.284 , pp. 812-815
- Hillier, B.J.¹ Christopherson, K.S.² Prehoda, K.E.³ Bredt, D.S.⁴ Lim, W.A.⁵

5
- 4143140829
- T. B. C. London, H.-J. Lee, Y. Shao, J. Zheng, Biochem. Biophys. Res. Commun. 2004, 322, 326-332.
- (2004) Biochem. Biophys. Res. Commun. , vol.322 , pp. 326-332
- London, T.B.C.¹ Lee, H.-J.² Shao, Y.³ Zheng, J.⁴

6
- 0030604722
- D. A. Doyle, A. Lee, J. Lewis, E. Kim, M. Sheng, R. MacKinnon, Cell 1996, 85, 1067-1076.
- (1996) Cell , vol.85 , pp. 1067-1076
- Doyle, D.A.¹ Lee, A.² Lewis, J.³ Kim, E.⁴ Sheng, M.⁵ MacKinnon, R.⁶

7
- 0029374716
- M. B. Kennedy, Trends Biochem. Sci. 1995, 20, 350.
- (1995) Trends Biochem. Sci. , vol.20 , pp. 350
- Kennedy, M.B.¹

8
- 17144373303
- P. J. Hajduk, J. R. Huth, S. W. Fesik, J. Med. Chem. 2005, 48, 2518-2525.
- (2005) J. Med. Chem. , vol.48 , pp. 2518-2525
- Hajduk, P.J.¹ Huth, J.R.² Fesik, S.W.³

9
- 28544446811
- D. C. Fry, L. T. Vassilev, J. Mol. Med. 2005, 83, 955-963.
- (2005) J. Mol. Med. , vol.83 , pp. 955-963
- Fry, D.C.¹ Vassilev, L.T.²

10
- 49849093718
- L. You, Z. Xu, C. Punchihewa, D. M. Jablons, N. Fujii, Mol. Cancer Ther. 2008, 7, 1633-1638.
- (2008) Mol. Cancer Ther. , vol.7 , pp. 1633-1638
- You, L.¹ Xu, Z.² Punchihewa, C.³ Jablons, D.M.⁴ Fujii, N.⁵

11
- 67650266967
- D. Grandy, J. Shan, X. Zhang, S. Rao, S. Akunuru, H. Li, Y. Zhang, I Alpatov, X. A. Zhang, R. A. lang, D.-L. Shi, J. J. Zheng, J. Biol. Chem. 2009, 284, 16256-16263.
- (2009) J. Biol. Chem. , vol.284 , pp. 16256-16263
- Grandy, D.¹ Shan, J.² Zhang, X.³ Rao, S.⁴ Akunuru, S.⁵ Li, H.⁶ Zhang, Y.⁷ Alpatov, I.⁸ Zhang, X.A.⁹ lang, R.A.¹⁰ Shi, D.-L.¹¹ Zheng, J.J.¹²

12
- 77956457304
- A. Bach, N. Stuhr-Hansen, T. S. Thorsen, N. Bork, I. S. Moreira, K. Frydenvang, S. Padrah, S. B. Christensen, K. L. Madsen, H. Weinstein, U. Gether, K. Strømgaard, Org. Biomol. Chem. 2010, 8, 4281-4288.
- (2010) Org. Biomol. Chem. , vol.8 , pp. 4281-4288
- Bach, A.¹ Stuhr-Hansen, N.² Thorsen, T.S.³ Bork, N.⁴ Moreira, I.S.⁵ Frydenvang, K.⁶ Padrah, S.⁷ Christensen, S.B.⁸ Madsen, K.L.⁹ Weinstein, H.¹⁰ Gether, U.¹¹ Strømgaard, K.¹²

13
- 5044224260
- E. Kim, M. Sheng, Nat. Rev. Neurosci. 2004, 5, 771-781.
- (2004) Nat. Rev. Neurosci. , vol.5 , pp. 771-781
- Kim, E.¹ Sheng, M.²

14
- 58549092371
- W. Feng, M. Zhang, Nat. Rev. Neurosci. 2009, 10, 87-99.
- (2009) Nat. Rev. Neurosci. , vol.10 , pp. 87-99
- Feng, W.¹ Zhang, M.²

15
- 0034044563
- M. Sheng, E. Kim, J. Cell Sci. 2000, 113, 1851-1856.
- (2000) J. Cell Sci. , vol.113 , pp. 1851-1856
- Sheng, M.¹ Kim, E.²

16
- 0037493100
- M. Zhang, W. Wang, Acc. Chem. Res. 2003, 36, 530-538.
- (2003) Acc. Chem. Res. , vol.36 , pp. 530-538
- Zhang, M.¹ Wang, W.²

17
- 0033165926
- S. Naisbitt, E. Kim, J. C. Tu, B. Xiao, C. Sala, J. Valtschanoff, R. J. Weinberg, P. F. Worley, M. Sheng, Neuron 1999, 23, 569-582.
- (1999) Neuron , vol.23 , pp. 569-582
- Naisbitt, S.¹ Kim, E.² Tu, J.C.³ Xiao, B.⁴ Sala, C.⁵ Valtschanoff, J.⁶ Weinberg, R.J.⁷ Worley, P.F.⁸ Sheng, M.⁹

18
- 0033166537
- J. C. Tu, B. Xiao, S. Naisbitt, J. P. Yuan, R. S. Petralia, P. Brakeman, A. Doan, V. K. Aakalu, A. A. Lanahan, M. Sheng, Neuron 1999, 23, 583-592.
- (1999) Neuron , vol.23 , pp. 583-592
- Tu, J.C.¹ Xiao, B.² Naisbitt, S.³ Yuan, J.P.⁴ Petralia, R.S.⁵ Brakeman, P.⁶ Doan, A.⁷ Aakalu, V.K.⁸ Lanahan, A.A.⁹ Sheng, M.¹⁰

19
- 33646115168
- S. Uchino, H. Wada, S. Honda, Y. Nakamura, Y. Ondo, T. Uchiyama, M. Tsutsumi, E. Suzuki, T. Hirasawa, S. Kohsaka, J. Neurochem. 2006, 97, 1203-1214.
- (2006) J. Neurochem. , vol.97 , pp. 1203-1214
- Uchino, S.¹ Wada, H.² Honda, S.³ Nakamura, Y.⁴ Ondo, Y.⁵ Uchiyama, T.⁶ Tsutsumi, M.⁷ Suzuki, E.⁸ Hirasawa, T.⁹ Kohsaka, S.¹⁰

20
- 0033603491
- H. Zitzer, D. Richter, H.-J. Kreienkamp, J. Biol. Chem. 1999, 274, 18153-18156.
- (1999) J. Biol. Chem. , vol.274 , pp. 18153-18156
- Zitzer, H.¹ Richter, D.² Kreienkamp, H.-J.³

21
- 0033746947
- H.-J. Kreienkamp, H. Zitzer, D. Richter, J. Physiol. (Paris) 2000, 94, 193-198.
- (2000) J. Physiol. (Paris) , vol.94 , pp. 193-198
- Kreienkamp, H.-J.¹ Zitzer, H.² Richter, D.³

22
- 31544482776
- M. K. Baron, T. M. Boeckers, B. Vaida, S. Faham, M. Gingery, M. R. Sawaya, D. Salyer, E. D. Gundelfinger, J. U. Bowie, Science 2006, 311, 531-535.
- (2006) Science , vol.311 , pp. 531-535
- Baron, M.K.¹ Boeckers, T.M.² Vaida, B.³ Faham, S.⁴ Gingery, M.⁵ Sawaya, M.R.⁶ Salyer, D.⁷ Gundelfinger, E.D.⁸ Bowie, J.U.⁹

23
- 0034879863
- C. Sala, V. Piech, N. R. Wilson, M. Passafaro, G. Liu, M. Sheng, Neuron 2001, 31, 115-130.
- (2001) Neuron , vol.31 , pp. 115-130
- Sala, C.¹ Piech, V.² Wilson, N.R.³ Passafaro, M.⁴ Liu, G.⁵ Sheng, M.⁶

24
- 1542620777
- B. Qualmann, T. M. Boeckers, M. Jeromin, E. D. Gundelfinger, M. M. Kessel, J. Neurosci. 2004, 24, 2481-2495.
- (2004) J. Neurosci. , vol.24 , pp. 2481-2495
- Qualmann, B.¹ Boeckers, T.M.² Jeromin, M.³ Gundelfinger, E.D.⁴ Kessel, M.M.⁵

25
- 33845889998
- C. M. Durand etal., Nat. Genet. 2007, 39, 25-27.
- (2007) Nat. Genet. , vol.39 , pp. 25-27
- Durand, C.M.¹

26
- 67650750977
- T. Bourgeron, Curr. Opin. Neurobiol. 2009, 19, 231-234.
- (2009) Curr. Opin. Neurobiol. , vol.19 , pp. 231-234
- Bourgeron, T.¹

27
- 4444362780
- S.-H. Shi, T. Cheng, L. Y. Jan, Y.-N. Jan, Proc. Natl. Acad. Sci. USA 2004, 101, 13346-13351.
- (2004) Proc. Natl. Acad. Sci. USA , vol.101 , pp. 13346-13351
- Shi, S.-H.¹ Cheng, T.² Jan, L.Y.³ Jan, Y.-N.⁴

28
- 10344230447
- G. Schuetz, M. Rosário, J. Grimm, T. M. Boeckers, E. D. Gundelfinger, W. Birchmeier, J. Cell Biol. 2004, 167, 945-952.
- (2004) J. Cell Biol. , vol.167 , pp. 945-952
- Schuetz, G.¹ Rosário, M.² Grimm, J.³ Boeckers, T.M.⁴ Gundelfinger, E.D.⁵ Birchmeier, W.⁶

29
- 28044454553
- C. Borghouts, C. Kunz, B. Groner, J. Pept. Sci. 2005, 11, 713-726.
- (2005) J. Pept. Sci. , vol.11 , pp. 713-726
- Borghouts, C.¹ Kunz, C.² Groner, B.³

30
- 0031984072
- D. Derossi, G. Chassaing, A. Prochiantz, Trends Cell Biol. 1998, 8, 84-87.
- (1998) Trends Cell Biol. , vol.8 , pp. 84-87
- Derossi, D.¹ Chassaing, G.² Prochiantz, A.³

31
- 77954684593
- M. Lisurek, B. Rupp, J. Wichard, M. Neuenschwandner, J. P. vonKries, R. Frank, J. Rademann, R. Kühne, Mol. Diversity 2010, 14, 401-408.
- (2010) Mol. Diversity , vol.14 , pp. 401-408
- Lisurek, M.¹ Rupp, B.² Wichard, J.³ Neuenschwandner, M.⁴ vonKries, J.P.⁵ Frank, R.⁶ Rademann, J.⁷ Kühne, R.⁸

32
- 0033957469
- J. Schultz, R. R. Copley, T. Doerks, C. P. Ponting, P. Bork, Nucleic Acids Res. 2000, 28, 231-234.
- (2000) Nucleic Acids Res. , vol.28 , pp. 231-234
- Schultz, J.¹ Copley, R.R.² Doerks, T.³ Ponting, C.P.⁴ Bork, P.⁵

33
- 0348111461
- Y. J. Im, J. H. Lee, S. H. Park, S. J. Park, S. H. Roh, G. B. Kang, E. Kim, S. H. Eom, J. Biol. Chem. 2003, 278, 48099-48104.
- (2003) J. Biol. Chem. , vol.278 , pp. 48099-48104
- Im, Y.J.¹ Lee, J.H.² Park, S.H.³ Park, S.J.⁴ Roh, S.H.⁵ Kang, G.B.⁶ Kim, E.⁷ Eom, S.H.⁸

34
- 14844294424
- F. W. Studier, Protein Expression Purif. 2005, 41, 207-234.
- (2005) Protein Expression Purif. , vol.41 , pp. 207-234
- Studier, F.W.¹

35
- 34547127612
- M. A. Stiffler, J. C. Chen, V. P. Grantcharova, Y. Lei, D. Fuchs, J. E. Allen, L. Zaslavskaia, G. MacBeath, Science 2007, 317, 364-369.
- (2007) Science , vol.317 , pp. 364-369
- Stiffler, M.A.¹ Chen, J.C.² Grantcharova, V.P.³ Lei, Y.⁴ Fuchs, D.⁵ Allen, J.E.⁶ Zaslavskaia, L.⁷ MacBeath, G.⁸

36
- 7444262377
- Z. Nikolovska-Coleska, R. Wang, X. Fang, H. Pan, Y. Tomita, P. Li, P. P. Roller, K. Krajewski, N. G. Saito, J. A. Stuckey, S. Wang, Anal. Biochem. 2004, 332, 261-273.
- (2004) Anal. Biochem. , vol.332 , pp. 261-273
- Nikolovska-Coleska, Z.¹ Wang, R.² Fang, X.³ Pan, H.⁴ Tomita, Y.⁵ Li, P.⁶ Roller, P.P.⁷ Krajewski, K.⁸ Saito, N.G.⁹ Stuckey, J.A.¹⁰ Wang, S.¹¹

37
- 0033003760
- J.-H. Zhang, T. D. Y. Chung, K. R. Oldenburg, J. Biomol. Screening 1999, 4, 67-73.
- (1999) J. Biomol. Screening , vol.4 , pp. 67-73
- Zhang, J.-H.¹ Chung, T.D.Y.² Oldenburg, K.R.³

38
- 4744364091
- S. Hermitage, J. A. K. Howard, D. Jay, R. G. Pritchard, M. R. Probert, A. Whiting, Org. Biomol. Chem. 2004, 2, 2451-2460.
- (2004) Org. Biomol. Chem. , vol.2 , pp. 2451-2460
- Hermitage, S.¹ Howard, J.A.K.² Jay, D.³ Pritchard, R.G.⁴ Probert, M.R.⁵ Whiting, A.⁶

39
- 84942713551
- W. Borsche, Ber. Dtsch. Chem. Ges. 1917, 50, 1339-1355.
- (1917) Ber. Dtsch. Chem. Ges. , vol.50 , pp. 1339-1355
- Borsche, W.¹

40
- 79960681815
- (VEB Farbenfabrik Wolfen), GB911809
- W. Heyne, L. Walter (VEB Farbenfabrik Wolfen), GB911809, 1962.
- (1962)
- Heyne, W.¹ Walter, L.²

41
- 0029135125
- S. Kobayashi, H. Ishitani, S. Nagayama, Synthesis 1995, 1195-1202.
- (1995) Synthesis , pp. 1195-1202
- Kobayashi, S.¹ Ishitani, H.² Nagayama, S.³

42
- 0010481046
- V. Lucchini, M. Prato, G. Scorrano, P. Tecilla, J. Org. Chem. 1988, 53, 2251-2258.
- (1988) J. Org. Chem. , vol.53 , pp. 2251-2258
- Lucchini, V.¹ Prato, M.² Scorrano, G.³ Tecilla, P.⁴

43
- 56649103902
- L. Holm, S. Kaariainen, P. Rosenstrom, A. Schenkel, Bioinformatics 2008, 24, 2780-2781.
- (2008) Bioinformatics , vol.24 , pp. 2780-2781
- Holm, L.¹ Kaariainen, S.² Rosenstrom, P.³ Schenkel, A.⁴

44
- 0003714939
- Eds.: W.C. Chan, P.D. White), Oxford University Press, Oxford .
- Fmoc Solid-Phase Peptide Synthesis (Eds.: W.C. Chan, P.D. White), Oxford University Press, Oxford 2000.
- (2000) Fmoc Solid-Phase Peptide Synthesis

45
- 33645471986
- L. D. Cabrita, W. Dai, S. P. Bottomley, BMC Biotechnol. 2006, 6, 12.
- (2006) BMC Biotechnol. , vol.6 , pp. 12
- Cabrita, L.D.¹ Dai, W.² Bottomley, S.P.³

46
- 54549115001
- A. Bach, C. N. Chi, T. B. Olsen, S. W. Pedersen, M U. Røder, G. F. Pang, R. P. Clausen, P. Jemth, K. Strømgaard, J. Med. Chem. 2008, 51, 6450-6459.
- (2008) J. Med. Chem. , vol.51 , pp. 6450-6459
- Bach, A.¹ Chi, C.N.² Olsen, T.B.³ Pedersen, S.W.⁴ Røder, M.U.⁵ Pang, G.F.⁶ Clausen, R.P.⁷ Jemth, P.⁸ Strømgaard, K.⁹

47
- 79960694713
- SPARKY3, University of California, San Francisco
- T.D. Goddard, D.G. Kneller, SPARKY3, University of California, San Francisco, 2003.
- (2003)
- Goddard, T.D.¹ Kneller, D.G.²

48
- 0037349370
- U. Heinemann, K. Büssow, U. Mueller, P. Umbach, Acc. Chem. Res. 2003, 36, 157-163.
- (2003) Acc. Chem. Res. , vol.36 , pp. 157-163
- Heinemann, U.¹ Büssow, K.² Mueller, U.³ Umbach, P.⁴

49
- 0027879008
- W. Kabsch, J. Appl. Crystallogr. 1993, 26, 795-800.
- (1993) J. Appl. Crystallogr. , vol.26 , pp. 795-800
- Kabsch, W.¹

50
- 34447508216
- A. J. McCoy, R. W. Grosse-Kunstleve, P. D. Adams, M. D. Winn, L. C. Storoni, R. J. Read, J. Appl. Crystallogr. 2007, 40, 658-674.
- (2007) J. Appl. Crystallogr. , vol.40 , pp. 658-674
- McCoy, A.J.¹ Grosse-Kunstleve, R.W.² Adams, P.D.³ Winn, M.D.⁴ Storoni, L.C.⁵ Read, R.J.⁶

51
- 0030924992
- G. N. Murshudov, A. A. Vagin, E. J. Dodson, Acta Crystallogr. Sect. D 1997, 53, 240-255.
- (1997) Acta Crystallogr. Sect. D , vol.53 , pp. 240-255
- Murshudov, G.N.¹ Vagin, A.A.² Dodson, E.J.³

52
- 0032922193
- A. A. Vaguine, J. Richelle, S. J. Wodak, Acta Crystallogr. Sect. D 1999, 55, 191-205.
- (1999) Acta Crystallogr. Sect. D , vol.55 , pp. 191-205
- Vaguine, A.A.¹ Richelle, J.² Wodak, S.J.³

53
- 13244281317
- P. Emsley, K. Cowtan, Acta Crystallogr. Sect. D 2004, 60, 2126-2132.
- (2004) Acta Crystallogr. Sect. D , vol.60 , pp. 2126-2132
- Emsley, P.¹ Cowtan, K.²

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