SCOPUS 정보 검색 플랫폼

Volumn 37, Issue 5, 2013, Pages 1320-1325

Straightforward asymmetric synthesis of Ala-Ψ[CF=CH]-pro, a proline-containing pseudodipeptide bearing a fluoroolefin as a peptide bond mimic

(5) Dutheuil, Guillaume a Pierry, Camille a Villiers, Emilie a Couve Bonnaire, Samuel a Pannecoucke, Xavier a

a UNIVERSITÉ ET INSA DE ROUEN (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; DIPEPTIDE; ENZYME INHIBITOR; FLUOROOLEFIN; PROLINE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; BIOLOGICAL ACTIVITY; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; FLUORINATION; HYDROGEN BOND; PRIORITY JOURNAL; PROTEIN STRUCTURE;

EID: 84876737906 PISSN: 11440546 EISSN: 13699261 Source Type: Journal
DOI: 10.1039/c2nj40891k Document Type: Article

Times cited : (17)

References (41)

1
- 0025890946
- M. W. Macarthur J. M. Thornton J. Mol. Biol. 1991 218 397 412
- (1991) J. Mol. Biol. , vol.218 , pp. 397-412
- Macarthur, M.W.¹ Thornton, J.M.²

2
- 0029044529
- G. Vanhhof F. Goossens I. De Meester D. Hendriks S. Scharpé FASEB J. 1995 9 736 744
- (1995) FASEB J. , vol.9 , pp. 736-744
- Vanhhof, G.¹ Goossens, F.² De Meester, I.³ Hendriks, D.⁴ Scharpé, S.⁵

3
- 0033950079
- B. K. Kay M. P. Williamson M. Sudol FASEB J. 2000 14 231 241
- (2000) FASEB J. , vol.14 , pp. 231-241
- Kay, B.K.¹ Williamson, M.P.² Sudol, M.³

4
- 84890169857
- in, Wiley
- J.-P. Bégué and D. Bonnet-Delpon, in Bioorganic and Medicinal Chemistry of Fluorine, Wiley, 2008
- (2008) Bioorganic and Medicinal Chemistry of Fluorine
- Bégué, J.-P.¹ Bonnet-Delpon, D.²

5
- 85013780838
- ed., Elsevier
- Fluorine and Health, ed., A. Tressaud, and, G. Haufe, Elsevier, 2008
- (2008) Fluorine and Health
- Tressaud, A.¹ Haufe, G.²

6
- 79751479551
- ed., Wiley-Blackwell
- Fluorine in Medicinal Chemistry and Chemical Biology, ed., I. Ojima, Wiley-Blackwell, 2009
- (2009) Fluorine in Medicinal Chemistry and Chemical Biology
- Ojima, I.¹

7
- 33748053657
- A. M. Thayer Chem. Eng. News 2006 84 15 33
- (2006) Chem. Eng. News , vol.84 , pp. 15-33
- Thayer, A.M.¹

8
- 18644382329
- M. Doi Y. Nishi N. Kiritoshi T. Iwata M. Nago H. Nakano S. Uchiyama T. Nakazawa T. Wakamiya Y. Kobayashi Tetrahedron 2002 58 8453 8459
- (2002) Tetrahedron , vol.58 , pp. 8453-8459
- Doi, M.¹ Nishi, Y.² Kiritoshi, N.³ Iwata, T.⁴ Nago, M.⁵ Nakano, H.⁶ Uchiyama, S.⁷ Nakazawa, T.⁸ Wakamiya, T.⁹ Kobayashi, Y.¹⁰

9
- 28944453311
- R. Golbik C. Yu E. Weyher-Stingl R. Huber L. Moroder N. Budisa C. Schiene-Fischer Biochemistry 2005 44 16026 16034
- (2005) Biochemistry , vol.44 , pp. 16026-16034
- Golbik, R.¹ Yu, C.² Weyher-Stingl, E.³ Huber, R.⁴ Moroder, L.⁵ Budisa, N.⁶ Schiene-Fischer, C.⁷

10
- 53849092902
- B. C. Kim K.-Y. Kim H. Shin Org. Process Res. Dev. 2008 12 626 631
- (2008) Org. Process Res. Dev. , vol.12 , pp. 626-631
- Kim, B.C.¹ Kim, K.-Y.² Shin, H.³

11
- 33746328108
- L. Chen Y. M. Kim D. J. Kucera K. E. Harrisson S. Bahmanyar J. M. Scott D. Yazbeck J. Org. Chem. 2006 71 5468 5473
- (2006) J. Org. Chem. , vol.71 , pp. 5468-5473
- Chen, L.¹ Kim, Y.M.² Kucera, D.J.³ Harrisson, K.E.⁴ Bahmanyar, S.⁵ Scott, J.M.⁶ Yazbeck, D.⁷

12
- 58149166416
- F. Rossi F. Corcella F. S. Caldarelli F. Heidempergher C. Marchionni M. Auguadro M. Cattaneo L. Ceriani G. Visentin G. Ventrella V. Pinciroli D. Yazbeck D. J. Kucera Org. Process Res. Dev. 2008 12 322 338
- (2008) Org. Process Res. Dev. , vol.12 , pp. 322-338
- Rossi, F.¹ Corcella, F.² Caldarelli, F.S.³ Heidempergher, F.⁴ Marchionni, C.⁵ Auguadro, M.⁶ Cattaneo, M.⁷ Ceriani, L.⁸ Visentin, G.⁹ Ventrella, G.¹⁰ Pinciroli, V.¹¹ Yazbeck, D.¹² Kucera, D.J.¹³

13
- 0037019959
- X.-L. Qiu F.-L. Qing J. Org. Chem. 2002 67 7162 7164
- (2002) J. Org. Chem. , vol.67 , pp. 7162-7164
- Qiu, X.-L.¹ Qing, F.-L.²

14
- 0037012723
- J. R. Del Valle M. Goodman Angew. Chem., Int. Ed. 2002 41 1600 1602
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1600-1602
- Del Valle, J.R.¹ Goodman, M.²

15
- 33846138331
- G. Chaume M.-C. Van Severen S. Marinkovic T. Brigaud Org. Lett. 2006 8 6123 6126
- (2006) Org. Lett. , vol.8 , pp. 6123-6126
- Chaume, G.¹ Van Severen, M.-C.² Marinkovic, S.³ Brigaud, T.⁴

16
- 59649129027
- C. Caupene G. Chaume L. Ricard T. Brigaud Org. Lett. 2009 11 209 212
- (2009) Org. Lett. , vol.11 , pp. 209-212
- Caupene, C.¹ Chaume, G.² Ricard, L.³ Brigaud, T.⁴

17
- 58649124492
- references therein
- S. L. Cobb C. D. Murphy J. Fluorine Chem. 2009 130 132 143
- (2009) J. Fluorine Chem. , vol.130 , pp. 132-143
- Cobb, S.L.¹ Murphy, C.D.²

18
- 53549126092
- P. K. Mykhailiuk S. Afonin G. V. Palamarchuk O. V. Shishkin A. S. Ulrich I. Komarov Angew. Chem., Int. Ed. 2008 47 5765 5767
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 5765-5767
- Mykhailiuk, P.K.¹ Afonin, S.² Palamarchuk, G.V.³ Shishkin, O.V.⁴ Ulrich, A.S.⁵ Komarov, I.⁶

19
- 0022649952
- R. J. Abraham S. L. R. Ellison P. Schonoholzer W. A. Thomas Tetrahedron 1986 42 2101 2110
- (1986) Tetrahedron , vol.42 , pp. 2101-2110
- Abraham, R.J.¹ Ellison, S.L.R.² Schonoholzer, P.³ Thomas, W.A.⁴

20
- 1842473746
- in, ACS Symp. Ser
- P. Cieplack, P. A. Kollman and J. P. Radomski, in Biomedical frontiers of fluorine chemistry, ACS Symp. Ser 639, 1996, pp. 143-156
- (1996) Biomedical Frontiers of Fluorine Chemistry , vol.639 , pp. 143-156
- Cieplack, P.¹ Kollman, P.A.² Radomski, J.P.³

21
- 1842578410
- in, ACS Symp. Ser
- J. T. Welch, J. Lin, L. G. Boros, B. DeCorte, K. Bergmann and R. Gimi, in Biomedical frontiers of fluorine chemistry, ACS Symp. Ser 639, 1996, pp. 129-142.
- (1996) Biomedical Frontiers of Fluorine Chemistry , vol.639 , pp. 129-142
- Welch, J.T.¹ Lin, J.² Boros, L.G.³ Decorte, B.⁴ Bergmann, K.⁵ Gimi, R.⁶

22
- 33749613801
- J. J. Urban B. G. Tillman W. A. Cronin J. Phys. Chem. A 2006 110 11120 11129
- (2006) J. Phys. Chem. A , vol.110 , pp. 11120-11129
- Urban, J.J.¹ Tillman, B.G.² Cronin, W.A.³

23
- 75249094301
- B. E. McKinney J. J. Urban J. Phys. Chem. A 2010 114 1123 1133
- (2010) J. Phys. Chem. A , vol.114 , pp. 1123-1133
- McKinney, B.E.¹ Urban, J.J.²

24
- 34047218079
- references therein
- S. Couve-Bonnaire D. Cahard X. Pannecoucke Org. Biomol. Chem. 2007 5 1151 1157
- (2007) Org. Biomol. Chem. , vol.5 , pp. 1151-1157
- Couve-Bonnaire, S.¹ Cahard, D.² Pannecoucke, X.³

25
- 84859440860
- W. Chang R. T. Mosley S. Bansal M. Keilman A. M. Lam P. A. Furman M. J. Otto M. J. Sofia Bioorg. Med. Chem. Lett. 2012 22 2938 2942
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 2938-2942
- Chang, W.¹ Mosley, R.T.² Bansal, S.³ Keilman, M.⁴ Lam, A.M.⁵ Furman, P.A.⁶ Otto, M.J.⁷ Sofia, M.J.⁸

26
- 41149089891
- S. D. Edmondson L. Wei J. Xu J. Shang S. Xu J. Pang A. Chaudhary D. C. Dean H. He B. Leiting K. A. Lyons R. A. Patel S. B. Patel G. Scapin J. K. Wu M. G. Beconi N. A. Thornberry A. E. Weber Bioorg. Med. Chem. Lett. 2008 18 2409 2413
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2409-2413
- Edmondson, S.D.¹ Wei, L.² Xu, J.³ Shang, J.⁴ Xu, S.⁵ Pang, J.⁶ Chaudhary, A.⁷ Dean, D.C.⁸ He, H.⁹ Leiting, B.¹⁰ Lyons, K.A.¹¹ Patel, R.A.¹² Patel, S.B.¹³ Scapin, G.¹⁴ Wu, J.K.¹⁵ Beconi, M.G.¹⁶ Thornberry, N.A.¹⁷ Weber, A.E.¹⁸

27
- 15444376078
- P. Van der Veken K. Senten I. Kertesz I. De Meester A.-M. Lambeir M.-B. Maes S. Scharpé A. Haemers K. Augustyns J. Med. Chem. 2005 48 1768 1780
- (2005) J. Med. Chem. , vol.48 , pp. 1768-1780
- Van Der Veken, P.¹ Senten, K.² Kertesz, I.³ De Meester, I.⁴ Lambeir, A.-M.⁵ Maes, M.-B.⁶ Scharpé, S.⁷ Haemers, A.⁸ Augustyns, K.⁹

28
- 0042848837
- P. Van der Veken I. Kertesz K. Senten A. Haemers K. Augustyns Tetrahedron Lett. 2003 44 6231 6234
- (2003) Tetrahedron Lett. , vol.44 , pp. 6231-6234
- Van Der Veken, P.¹ Kertesz, I.² Senten, K.³ Haemers, A.⁴ Augustyns, K.⁵

29
- 0032564474
- J. Lin P. J. Toscano J. T. Welch Proc. Natl. Acad. Sci. U. S. A. 1998 95 14020 14024
- (1998) Proc. Natl. Acad. Sci. U. S. A. , vol.95 , pp. 14020-14024
- Lin, J.¹ Toscano, P.J.² Welch, J.T.³

30
- 0037449356
- K. Zhao D. S. Lim T. Funaki J. T. Welch Bioorg. Med. Chem. 2003 11 207 215
- (2003) Bioorg. Med. Chem. , vol.11 , pp. 207-215
- Zhao, K.¹ Lim, D.S.² Funaki, T.³ Welch, J.T.⁴

31
- 0029655675
- J. T. Welch J. Lin Tetrahedron 1996 52 291 304
- (1996) Tetrahedron , vol.52 , pp. 291-304
- Welch, J.T.¹ Lin, J.²

32
- 34047235610
- G. Dutheuil S. Couve-Bonnaire X. Pannecoucke Angew. Chem., Int. Ed. 2007 46 1290 1292
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 1290-1292
- Dutheuil, G.¹ Couve-Bonnaire, S.² Pannecoucke, X.³

33
- 33646936557
- G. Dutheuil C. Paturel X. Lei S. Couve-Bonnaire X. Pannecoucke J. Org. Chem. 2006 71 4316 4319
- (2006) J. Org. Chem. , vol.71 , pp. 4316-4319
- Dutheuil, G.¹ Paturel, C.² Lei, X.³ Couve-Bonnaire, S.⁴ Pannecoucke, X.⁵

34
- 67649531967
- G. Dutheuil S. Couve-Bonnaire X. Pannecoucke Tetrahedron 2009 65 6034 6038
- (2009) Tetrahedron , vol.65 , pp. 6034-6038
- Dutheuil, G.¹ Couve-Bonnaire, S.² Pannecoucke, X.³

35
- 3142694860
- X. Lei G. Dutheuil X. Pannecoucke J.-C. Quirion Org. Lett. 2004 6 2101 2104
- (2004) Org. Lett. , vol.6 , pp. 2101-2104
- Lei, X.¹ Dutheuil, G.² Pannecoucke, X.³ Quirion, J.-C.⁴

36
- 33750586278
- L. Zoute G. Dutheuil J.-C. Quirion P. Jubault X. Pannecoucke Synthesis 2006 3409 3418
- (2006) Synthesis , pp. 3409-3418
- Zoute, L.¹ Dutheuil, G.² Quirion, J.-C.³ Jubault, P.⁴ Pannecoucke, X.⁵

37
- 84971072796
- B. S. Deol D. D. Ridley G. W. Simpson Aust. J. Chem. 1976 29 2459 2467
- (1976) Aust. J. Chem. , vol.29 , pp. 2459-2467
- Deol, B.S.¹ Ridley, D.D.² Simpson, G.W.³

38
- 0030070310
- D. Buisson R. Azerad Tetrahedron: Asymmetry 1996 7 9 12
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 9-12
- Buisson, D.¹ Azerad, R.²

39
- 0030561206
- F. Theil S. Ballschuh Tetrahedron: Asymmetry 1996 7 3565 3572
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 3565-3572
- Theil, F.¹ Ballschuh, S.²

40
- 57149128060
- C. Pierry L. Zoute P. Jubault E. Pfund T. Lequeux D. Cahard S. Couve-Bonnaire X. Pannecoucke Tetrahedron Lett. 2009 50 264 266
- (2009) Tetrahedron Lett. , vol.50 , pp. 264-266
- Pierry, C.¹ Zoute, L.² Jubault, P.³ Pfund, E.⁴ Lequeux, T.⁵ Cahard, D.⁶ Couve-Bonnaire, S.⁷ Pannecoucke, X.⁸

41
- 79952741022
- C. Pierry D. Cahard S. Couve-Bonnaire X. Pannecoucke Org. Biomol. Chem. 2011 9 2378 2386
- (2011) Org. Biomol. Chem. , vol.9 , pp. 2378-2386
- Pierry, C.¹ Cahard, D.² Couve-Bonnaire, S.³ Pannecoucke, X.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.