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Organic and Biomolecular Chemistry

Volumn 5, Issue 6, 2007, Pages 971-975

1,2,3-Triazoles as peptide bond isosteres: Synthesis and biological evaluation of cyclotetrapeptide mimics

(4) Bock, Victoria D a Speijer, Dave b Hiemstra, Henk a Van Maarseveen, Jan H a

a UNIVERSITY OF AMSTERDAM (Netherlands)

b UNIVERSITY OF AMSTERDAM (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL BONDS; ENZYME INHIBITION; ENZYMES; NITROGEN COMPOUNDS; SYNTHESIS (CHEMICAL);

ISOSTERES; PEPTIDOMIMETICS; TRANS PEPTIDE BONDS;

PEPTIDES;

EID: 33847733975 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b616751a Document Type: Article

Times cited : (276)

References (43)

1
- 0028038601
- J. Gante Angew. Chem., Int. Ed. Engl. 1994 33 1699 1720
- (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 1699-1720
- Gante, J.¹

2
- 33745502124
- A. Giannis T. Kolter Angew. Chem., Int. Ed. Engl. 1993 32 1244 1267
- (1993) Angew. Chem., Int. Ed. Engl. , vol.32 , pp. 1244-1267
- Giannis, A.¹ Kolter, T.²

3
- 0029046233
- S. Borg G. Estennebouhtou K. Luthman I. Csoregh W. Hesselink U. Hacksell J. Org. Chem. 1995 60 3112 3120
- (1995) J. Org. Chem. , vol.60 , pp. 3112-3120
- Borg, S.¹ Estennebouhtou, G.² Luthman, K.³ Csoregh, I.⁴ Hesselink, W.⁵ Hacksell, U.⁶

4
- 0037099395
- V. V. Rostovtsev L. G. Green V. V. Fokin K. B. Sharpless Angew. Chem., Int. Ed. 2002 41 2596 2599
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 2596-2599
- Rostovtsev, V.V.¹ Green, L.G.² Fokin, V.V.³ Sharpless, K.B.⁴

5
- 0037012920
- For a recent review, see:
- C. W. Tornøe C. Christensen M. Meldal J. Org. Chem. 2002 67 3057 3064
- (2002) J. Org. Chem. , vol.67 , pp. 3057-3064
- Tornøe, C.W.¹ Christensen, C.² Meldal, M.³

6
- 84867726453
- V. D. Bock H. Hiemstra J. H. van Maarseveen Eur. J. Org. Chem. 2006 51 68
- (2006) Eur. J. Org. Chem. , pp. 51-68
- Bock, V.D.¹ Hiemstra, H.² Van Maarseveen, J.H.³

7
- 0037087516
- W. G. Lewis L. G. Green F. Grynszpan Z. Radić P. R. Carlier P. Taylor M. G. Finn K. B. Sharpless Angew. Chem., Int. Ed. 2002 41 1053 1057
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1053-1057
- Lewis, W.G.¹ Green, L.G.² Grynszpan, F.³ Radić, Z.⁴ Carlier, P.R.⁵ Taylor, P.⁶ Finn, M.G.⁷ Sharpless, K.B.⁸

8
- 0042125393
- L. V. Lee M. L. Mitchell S.-J. Huang V. V. Fokin K. B. Sharpless C.-H. Wong J. Am. Chem. Soc. 2003 125 9588 9589
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9588-9589
- Lee, L.V.¹ Mitchell, M.L.² Huang, S.-J.³ Fokin, V.V.⁴ Sharpless, K.B.⁵ Wong, C.-H.⁶

9
- 1242342257
- Y. Bourne H. C. Kolb Z. Radić K. B. Sharpless P. Taylor P. Marchot Proc. Natl. Acad. Sci. U. S. A. 2004 101 1449
- (2004) Proc. Natl. Acad. Sci. U. S. A. , vol.101 , pp. 1449
- Bourne, Y.¹ Kolb, H.C.² Radić, Z.³ Sharpless, K.B.⁴ Taylor, P.⁵ Marchot, P.⁶

10
- 18644384979
- A. Krasinski Z. Radić R. Manetsch J. Raushel P. Taylor K. B. Sharpless H. C. Kolb J. Am. Chem. Soc. 2005 127 6686 6692
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 6686-6692
- Krasinski, A.¹ Radić, Z.² Manetsch, R.³ Raushel, J.⁴ Taylor, P.⁵ Sharpless, K.B.⁶ Kolb, H.C.⁷

11
- 21744444754
- L. L. Rossi A. Basu Bioorg. Med. Chem. Lett. 2005 15 3596 3599
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 3596-3599
- Rossi, L.L.¹ Basu, A.²

12
- 22144498399
- A. Brik J. Alexandratos Y.-C. Lin J. H. Elder A. J. Olson A. Wlodawer D. S. Goodsell C.-H. Wong ChemBioChem 2005 6 1167 1169
- (2005) ChemBioChem , vol.6 , pp. 1167-1169
- Brik, A.¹ Alexandratos, J.² Lin, Y.-C.³ Elder, J.H.⁴ Olson, A.J.⁵ Wlodawer, A.⁶ Goodsell, D.S.⁷ Wong, C.-H.⁸

13
- 33644759169
- R. Srinivasan M. Uttamchandani S. Q. Yao Org. Lett. 2006 8 713 716
- (2006) Org. Lett. , vol.8 , pp. 713-716
- Srinivasan, R.¹ Uttamchandani, M.² Yao, S.Q.³

14
- 33744908340
- D. Giguere R. Patnam M.-A. Bellefleur C. St-Pierre S. Sato R. Roy Chem. Commun. 2006 2379 2381
- (2006) Chem. Commun. , pp. 2379-2381
- Giguere, D.¹ Patnam, R.² Bellefleur, M.-A.³ St-Pierre, C.⁴ Sato, S.⁵ Roy, R.⁶

15
- 33746047675
- For the rapid synthesis of azido acids from amino acids, see:
- A. Noeren-Mueller I. Reis-Correa, Jr. H. Prinz C. Rosenbaum K. Saxena H. J. Schwalbe D. Vestweber G. Cagna S. Schunk O. Schwarz H. Schiewe H. Waldmann Proc. Natl. Acad. Sci. U. S. A. 2006 103 10606 10611
- (2006) Proc. Natl. Acad. Sci. U. S. A. , vol.103 , pp. 10606-10611
- Noeren-Mueller, A.¹ Reis-Correa Jr., I.² Prinz, H.³ Rosenbaum, C.⁴ Saxena, K.⁵ Schwalbe, H.J.⁶ Vestweber, D.⁷ Cagna, G.⁸ Schunk, S.⁹ Schwarz, O.¹⁰ Schiewe, H.¹¹ Waldmann, H.¹²

16
- 0035826370
- For amino alkyne synthesis, see:
- J. T. Lundquist, IV J. C. Pelletier Org. Lett. 2001 3 781 783
- (2001) Org. Lett. , vol.3 , pp. 781-783
- Lundquist, I.V.J.T.¹ Pelletier, J.C.²

17
- 0030581387
- G. Reginato A. Mordini F. Messina A. Degl'Innocenti G. Poli, G. Tetrahedron 1996 52 10985 10996
- (1996) Tetrahedron , vol.52 , pp. 10985-10996
- Reginato, G.¹ Mordini, A.² Messina, F.³ Degl'Innocenti, A.⁴ Poli, G.G.⁵

18
- 0026718574
- J. R. Hauske P. Dorff S. Julin G. Martinelli J. Bussolari Tetrahedron Lett. 1992 33 3715 3716
- (1992) Tetrahedron Lett. , vol.33 , pp. 3715-3716
- Hauske, J.R.¹ Dorff, P.² Julin, S.³ Martinelli, G.⁴ Bussolari, J.⁵

19
- 0041707953
- W. S. Horne C. D. Stout M. R. Ghadiri J. Am. Chem. Soc. 2003 125 9372 9376
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9372-9376
- Horne, W.S.¹ Stout, C.D.² Ghadiri, M.R.³

20
- 9644268752
- W. S. Horne M. K. Yadav C. D. Stout M. R. Ghadiri J. Am. Chem. Soc. 2004 126 15366 15367
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 15366-15367
- Horne, W.S.¹ Yadav, M.K.² Stout, C.D.³ Ghadiri, M.R.⁴

21
- 26444553261
- J. H. van Maarseveen W. S. Horne M. R. Ghadiri Org. Lett. 2005 7 4503 4506
- (2005) Org. Lett. , vol.7 , pp. 4503-4506
- Van Maarseveen, J.H.¹ Horne, W.S.² Ghadiri, M.R.³

22
- 20344388065
- J. H. Billing U. J. Nilsson J. Org. Chem. 2005 70 4847 4850
- (2005) J. Org. Chem. , vol.70 , pp. 4847-4850
- Billing, J.H.¹ Nilsson, U.J.²

23
- 33746272889
- K. Oh Z. Guan Chem. Commun. 2006 3069 3071
- (2006) Chem. Commun. , pp. 3069-3071
- Oh, K.¹ Guan, Z.²

24
- 33748300613
- W. J. Choi Z.-D. Shi K. M. Worthy L. Bindu R. G. Karki M. C. Nicklaus R. J. Fisher T. R. Burke, Jr. Bioorg. Med. Chem. Lett. 2006 16 5265 5269
- (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 5265-5269
- Choi, W.J.¹ Shi, Z.-D.² Worthy, K.M.³ Bindu, L.⁴ Karki, R.G.⁵ Nicklaus, M.C.⁶ Fisher, R.J.⁷ Burke Jr. T., R.⁸

25
- 33746210083
- M. Whiting J. Muldoon Y.-C. Lin S. M. Silverman W. Lindstom A. J. Olson H. C. Kolb M. G. Finn K. B. Sharpless J. H. Elder V. V. Fokin Angew. Chem., Int. Ed. 2006 45 1435 1439
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1435-1439
- Whiting, M.¹ Muldoon, J.² Lin, Y.-C.³ Silverman, S.M.⁴ Lindstom, W.⁵ Olson, A.J.⁶ Kolb, H.C.⁷ Finn, M.G.⁸ Sharpless, K.B.⁹ Elder, J.H.¹⁰ Fokin, V.V.¹¹

26
- 8844268400
- M. Roice I. Johannsen M. Meldal QSAR Comb. Sci. 2004 23 662 673
- (2004) QSAR Comb. Sci. , vol.23 , pp. 662-673
- Roice, M.¹ Johannsen, I.² Meldal, M.³

27
- 26444553261
- J. H. van Maarseveen W. S. Horne M. R. Ghadiri Org. Lett. 2005 7 4503 4506
- (2005) Org. Lett. , vol.7 , pp. 4503-4506
- Van Maarseveen, J.H.¹ Horne, W.S.² Ghadiri, M.R.³

28
- 17644409095
- S. Punna J. Kuzelka Q. Wang M. G. Finn Angew. Chem., Int. Ed. 2005 44 2215 2220
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 2215-2220
- Punna, S.¹ Kuzelka, J.² Wang, Q.³ Finn, M.G.⁴

29
- 27744447259
- Y. Angell K. Burgess J. Org. Chem. 2005 70 9595 9598
- (2005) J. Org. Chem. , vol.70 , pp. 9595-9598
- Angell, Y.¹ Burgess, K.²

30
- 33644935644
- V. D. Bock R. Perciaccante T. P. Jansen H. Hiemstra J. H. van Maarseveen Org. Lett. 2006 8 919 922
- (2006) Org. Lett. , vol.8 , pp. 919-922
- Bock, V.D.¹ Perciaccante, R.² Jansen, T.P.³ Hiemstra, H.⁴ Van Maarseveen, J.H.⁵

31
- 29044447377
- N. G. Angelo P. S. Arora J. Am. Chem. Soc. 2005 127 17134 17135
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 17134-17135
- Angelo, N.G.¹ Arora, P.S.²

32
- 33750086062
- V. Aucagne D. A. Leigh Org. Lett. 2006 8 4505 4507
- (2006) Org. Lett. , vol.8 , pp. 4505-4507
- Aucagne, V.¹ Leigh, D.A.²

33
- 33748047478
- O. D. Montagnat G. Lessene A. B. Hughes Tetrahedron Lett. 2006 47 6971 6974
- (2006) Tetrahedron Lett. , vol.47 , pp. 6971-6974
- Montagnat, O.D.¹ Lessene, G.² Hughes, A.B.³

34
- 33746803733
- A. Paul H. Bittermann P. Gmeiner Tetrahedron 2006 62 8919 8927
- (2006) Tetrahedron , vol.62 , pp. 8919-8927
- Paul, A.¹ Bittermann, H.² Gmeiner, P.³

35
- 29544447201
- For a review, see:
- Z. Zhang E. Fan Tetrahedron Lett. 2006 47 665 669
- (2006) Tetrahedron Lett. , vol.47 , pp. 665-669
- Zhang, Z.¹ Fan, E.²

36
- 0348109450
- H. C. Kolb K. B. Sharpless Drug Discovery Today 2003 8 1128 1137
- (2003) Drug Discovery Today , vol.8 , pp. 1128-1137
- Kolb, H.C.¹ Sharpless, K.B.²

37
- 0027195569
- H. Kawagishi A. Somoto J. Kuranari A. Kimura S. Chiba Tetrahedron Lett. 1993 34 3439 3440
- (1993) Tetrahedron Lett. , vol.34 , pp. 3439-3440
- Kawagishi, H.¹ Somoto, A.² Kuranari, J.³ Kimura, A.⁴ Chiba, S.⁵

38
- 0030999396
- U. Schmidt J. Langner J. Pept. Res. 1997 49 67 73
- (1997) J. Pept. Res. , vol.49 , pp. 67-73
- Schmidt, U.¹ Langner, J.²

39
- 3042663278
- For reviews of tyrosinse inhibition, see:
- H. D. Dickson S. C. Smith K. W. Hinkle Tetrahedron Lett. 2004 45 5597 5599
- (2004) Tetrahedron Lett. , vol.45 , pp. 5597-5599
- Dickson, H.D.¹ Smith, S.C.² Hinkle, K.W.³

40
- 0036700141
- A. Rescigno F. Sollai B. Pisu A. Rinaldi E. Sanjust J. Enzyme Inhib. Med. Chem. 2002 17 207 218
- (2002) J. Enzyme Inhib. Med. Chem. , vol.17 , pp. 207-218
- Rescigno, A.¹ Sollai, F.² Pisu, B.³ Rinaldi, A.⁴ Sanjust, E.⁵

41
- 0037624933
- S.-Y. Seo V. K. Sharma N. Sharma J. Agric. Food Chem. 2003 51 2837 2853
- (2003) J. Agric. Food Chem. , vol.51 , pp. 2837-2853
- Seo, S.-Y.¹ Sharma, V.K.² Sharma, N.³

42
- 23844545621
- Y.-J. Kim H. Uyama Cell. Mol. Life Sci. 2005 62 1707 1723
- (2005) Cell. Mol. Life Sci. , vol.62 , pp. 1707-1723
- Kim, Y.-J.¹ Uyama, H.²

43
- 0031213675
- The product was dissolved in approximately 0.5 cm CDCl3 with several drops of MeOD added to improve solubility
- C. W. van Gelder W. H. Flurkey H. J. Wichers Phytochemistry 1997 45 1309 1323
- (1997) Phytochemistry , vol.45 , pp. 1309-1323
- Van Gelder, C.W.¹ Flurkey, W.H.² Wichers, H.J.³

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