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Organic and Biomolecular Chemistry

Volumn 3, Issue 1, 2005, Pages 20-27

Bioorthogonal organic chemistry in living cells: Novel strategies for labeling biomolecules

(4) Van Swieten, Paul F a Leeuwenburgh, Michiel A a Kessler, Benedikt M b Overkleeft, Herman S a

a LEIDEN UNIVERSITY (Netherlands)

b UNIVERSITY OF OXFORD (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; AMINO ACIDS; CATALYSIS; CELLS; ENZYMES; GELS; METABOLISM; METABOLITES; REACTION KINETICS; TUMORS; VISUALIZATION;

BIOLOGICAL PROCESSES; BIOMOLECULES; GLYCOSIDASES; ORGANIC CHEMISTRY;

BIOCHEMISTRY;

LIGAND; PROTEIN;

ANIMAL; CELL; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; METABOLISM; REVIEW; STAINING;

ANIMALS; CELLS; HUMANS; LIGANDS; MOLECULAR STRUCTURE; PROTEINS; STAINING AND LABELING;

EID: 11844277582 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b412558d Document Type: Review

Times cited : (97)

References (52)

1
- 0031663369
- R. Y. Tsien, Ann. Rev. Biochem., 1998, 67, 509-544.
- (1998) Ann. Rev. Biochem. , vol.67 , pp. 509-544
- Tsien, R.Y.¹

2
- 0347765874
- (a) J. Neefjes and N. P. Dantuma, Nat. Rev. Drug Discovery, 2004, 3, 58-69;
- (2004) Nat. Rev. Drug Discovery , vol.3 , pp. 58-69
- Neefjes, J.¹ Dantuma, N.P.²

3
- 0036902813
- (b) J. Zhang, R. E. Campbell, A. Y. Ting and R. Y. Tsien, Nat. Rev. Mol. Cell Biol., 2002, 3, 906-918.
- (2002) Nat. Rev. Mol. Cell Biol. , vol.3 , pp. 906-918
- Zhang, J.¹ Campbell, R.E.² Ting, A.Y.³ Tsien, R.Y.⁴

4
- 0034819479
- B. M. Kessler, D. Tortorella, M. Altun, A. F. Kisselev, E. Fiebinger, B. G. Hekking, H. L. Ploegh and H. S. Overkleeft, Chem. Biol., 2001, 8, 913-929.
- (2001) Chem. Biol. , vol.8 , pp. 913-929
- Kessler, B.M.¹ Tortorella, D.² Altun, M.³ Kisselev, A.F.⁴ Fiebinger, E.⁵ Hekking, B.G.⁶ Ploegh, H.L.⁷ Overkleeft, H.S.⁸

5
- 1542327280
- S. W. Michnick, Drug Discovery Today, 2004, 9, 262-267.
- (2004) Drug Discovery Today , vol.9 , pp. 262-267
- Michnick, S.W.¹

6
- 11844269430
- note
- Bioorthogonal is defined in this paper as: not associated with - and chemically inert to - the conditions in the particular physiological system.

7
- 0036900746
- (a) T. Hohsaka and M. Sisido, Curr. Opin. Chem. Biol., 2002, 6, 809-815;
- (2002) Curr. Opin. Chem. Biol. , vol.6 , pp. 809-815
- Hohsaka, T.¹ Sisido, M.²

8
- 4544231739
- (b) A. Strømgaard, A. A. Jensen and K. Strømgaard, ChemBioChem, 2004, 5, 909-916.
- (2004) ChemBioChem , vol.5 , pp. 909-916
- Strømgaard, A.¹ Jensen, A.A.² Strømgaard, K.³

9
- 0142199949
- D. H. Dube and C. R. Bertozzi, Curr. Opin. Chem. Biol., 2003, 7, 616-625.
- (2003) Curr. Opin. Chem. Biol. , vol.7 , pp. 616-625
- Dube, D.H.¹ Bertozzi, C.R.²

10
- 0141683553
- N. Johnsson and K. Johnsson, ChemBioChem, 2003, 4, 803-810.
- (2003) ChemBioChem , vol.4 , pp. 803-810
- Johnsson, N.¹ Johnsson, K.²

11
- 1042287130
- N. Jessani and B. F. Cravatt, Curr. Opin. Chem. Biol., 2004, 8, 54-59.
- (2004) Curr. Opin. Chem. Biol. , vol.8 , pp. 54-59
- Jessani, N.¹ Cravatt, B.F.²

12
- 0025262173
- (a) W. A. Hendrickson, J. R. Horton and D. M. Lemaster, EMBO J., 1990, 9, 1665-1672;
- (1990) EMBO J. , vol.9 , pp. 1665-1672
- Hendrickson, W.A.¹ Horton, J.R.² Lemaster, D.M.³

13
- 0029064088
- (b) N. Budisa, B. Steipe, P. Demange, C. Eckerskorn, J. Kellerman and R. Huber, Eur. J. Biochem., 1995, 230, 788-796;
- (1995) Eur. J. Biochem. , vol.230 , pp. 788-796
- Budisa, N.¹ Steipe, B.² Demange, P.³ Eckerskorn, C.⁴ Kellerman, J.⁵ Huber, R.⁶

14
- 0030939030
- (c) H. Duewel, E. Daub, V. Robinson and J. F. Honek, Biochemistry, 1997, 36, 3404-3416.
- (1997) Biochemistry , vol.36 , pp. 3404-3416
- Duewel, H.¹ Daub, E.² Robinson, V.³ Honek, J.F.⁴

15
- 0034003659
- (a) J. C. M. van Hest, K. L. Kiick and D. A. Tirrell, J. Am. Chem. Soc., 2000, 122, 1282-1288;
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 1282-1288
- Van Hest, J.C.M.¹ Kiick, K.L.² Tirrell, D.A.³

16
- 0034674281
- (b) K. L. Kiick, J. C. M. van Hest and D. A. Tirell, Angew. Chem., Int. Ed., 2000, 39, 2148-2152.
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 2148-2152
- Kiick, K.L.¹ Van Hest, J.C.M.² Tirell, D.A.³

17
- 0037039298
- K. L. Kiick, E. Saxon, D. A. Tirell and C. R. Bertozzi, Proc. Natl. Acad. Sci. USA, 2002, 99, 19-24.
- (2002) Proc. Natl. Acad. Sci. USA , vol.99 , pp. 19-24
- Kiick, K.L.¹ Saxon, E.² Tirell, D.A.³ Bertozzi, C.R.⁴

18
- 0041692305
- A. J. Link and D. A. Tirell, J. Am. Chem. Soc., 2003, 125, 11164-11165.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11164-11165
- Link, A.J.¹ Tirell, D.A.²

19
- 0037012920
- C. W. Tornøe, C. Christensen and 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

20
- 0037099395
- V. V. Rostovsev, L. G. Green, V. V. Fokin and K. B. Sharpless, Angew. Chem. Int. Ed., 2002, 41, 2596-2599.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2596-2599
- Rostovsev, V.V.¹ Green, L.G.² Fokin, V.V.³ Sharpless, K.B.⁴

21
- 0041520960
- J. W. Chin, T. A. Cropp, J. C. Anderson, M. Mukherji, Z. Zhang and P. G. Schultz, Science, 2003, 301, 964-967.
- (2003) Science , vol.301 , pp. 964-967
- Chin, J.W.¹ Cropp, T.A.² Anderson, J.C.³ Mukherji, M.⁴ Zhang, Z.⁵ Schultz, P.G.⁶

22
- 0037471631
- R. A. Mehl, J. C. Anderson, S. W. Santoro, L. Wang, A. B. Martin, D. S. King, D. M. Horn and P. G. Schulz, J. Am. Chem. Soc., 2003, 125, 935-939.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 935-939
- Mehl, R.A.¹ Anderson, J.C.² Santoro, S.W.³ Wang, L.⁴ Martin, A.B.⁵ King, D.S.⁶ Horn, D.M.⁷ Schulz, P.G.⁸

23
- 0141732270
- A. Deiters, T. A. Cropp, M. Mukherji, J. W. Chin, J. C. Anderson and P. G. Schultz, J. Am. Chem. Soc., 2003, 125, 11782-11783.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11782-11783
- Deiters, A.¹ Cropp, T.A.² Mukherji, M.³ Chin, J.W.⁴ Anderson, J.C.⁵ Schultz, P.G.⁶

24
- 0006922921
- J. Brunner, Chem. Soc. Rev., 1993, 22, 183-189.
- (1993) Chem. Soc. Rev. , vol.22 , pp. 183-189
- Brunner, J.¹

25
- 0037036727
- J. W. Chin, S. W. Santoro, A. B. Martin, D. S. King, L. Wang and P. G. Schultz, J. Am. Chem. Soc., 2002, 124, 9026-9027.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 9026-9027
- Chin, J.W.¹ Santoro, S.W.² Martin, A.B.³ King, D.S.⁴ Wang, L.⁵ Schultz, P.G.⁶

26
- 0037021352
- J. W. Chin and P. G. Schultz, ChemBioChem, 2002, 3, 1135-1137.
- (2002) ChemBioChem , vol.3 , pp. 1135-1137
- Chin, J.W.¹ Schultz, P.G.²

27
- 0034677879
- E. Saxon and C. R. Bertozzi, Science, 2000, 287, 2007-2010.
- (2000) Science , vol.287 , pp. 2007-2010
- Saxon, E.¹ Bertozzi, C.R.²

28
- 4344704630
- J. A. Prescher, D. H. Dube and C. R. Bertozzi, Nature, 2004, 430, 873-877.
- (2004) Nature , vol.430 , pp. 873-877
- Prescher, J.A.¹ Dube, D.H.² Bertozzi, C.R.³

29
- 0041422487
- D. J. Vocadlo, H. C. Hang, E.-J. Kim, J. H. Hanover and C. R. Bertozzi, Proc. Natl. Acad. Sci. USA, 2003, 100, 9116-9121.
- (2003) Proc. Natl. Acad. Sci. USA , vol.100 , pp. 9116-9121
- Vocadlo, D.J.¹ Hang, H.C.² Kim, E.-J.³ Hanover, J.H.⁴ Bertozzi, C.R.⁵

30
- 0037225952
- A. Keppler, S. Gendreizig, T. Gronemeyer, H. Pick, H. Vogel and K. Johnsson, Nat. Biotechnol., 2003, 21, 86-89.
- (2003) Nat. Biotechnol. , vol.21 , pp. 86-89
- Keppler, A.¹ Gendreizig, S.² Gronemeyer, T.³ Pick, H.⁴ Vogel, H.⁵ Johnsson, K.⁶

31
- 2342459815
- M. Kindermann, I. Sielaff and K. Johnsson, Bioorg. Med. Chem. Lett., 2004, 14, 2725-2728.
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 2725-2728
- Kindermann, M.¹ Sielaff, I.² Johnsson, K.³

32
- 1542315410
- A. Keppler, M. Kindermann, S. Gendreizig, H. Pick, H. Vogel and K. Johnsson, Methods, 2004, 32, 437-444.
- (2004) Methods , vol.32 , pp. 437-444
- Keppler, A.¹ Kindermann, M.² Gendreizig, S.³ Pick, H.⁴ Vogel, H.⁵ Johnsson, K.⁶

33
- 3042798464
- A. Keppler, H. Pick, C. Arrivoli, H. Vogel and K. Johnsson, Proc. Natl. Acad. Sci. USA, 2004, 101, 9955-9959.
- (2004) Proc. Natl. Acad. Sci. USA , vol.101 , pp. 9955-9959
- Keppler, A.¹ Pick, H.² Arrivoli, C.³ Vogel, H.⁴ Johnsson, K.⁵

34
- 0345529862
- S. Gendreizig, M. Kindermann and K. Johnsson, J. Am. Chem. Soc., 2003, 125, 14970-14971.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 14970-14971
- Gendreizig, S.¹ Kindermann, M.² Johnsson, K.³

35
- 0344874141
- D. S. Y. Yeo, R. Srinivasan, M. Uttamchandani, G. Y. J. Chen, Q. Zhu and S. Q. Yao, Chem. Commun., 2003, 2870-2871.
- (2003) Chem. Commun. , pp. 2870-2871
- Yeo, D.S.Y.¹ Srinivasan, R.² Uttamchandani, M.³ Chen, G.Y.J.⁴ Zhu, Q.⁵ Yao, S.Q.⁶

36
- 0032503999
- B. A. Griffin, S. R. Adams and R. Y. Tsien, Science, 1998, 281, 269-272.
- (1998) Science , vol.281 , pp. 269-272
- Griffin, B.A.¹ Adams, S.R.² Tsien, R.Y.³

37
- 0037140742
- S. R. Adams, R. E. Campbell, L. A. Gross, B. R. Martin, G. K. Walkup, Y. Yao, J. Llopis and R. Y. Tsien, J. Am. Chem. Soc., 2002, 124, 6063-6076.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 6063-6076
- Adams, S.R.¹ Campbell, R.E.² Gross, L.A.³ Martin, B.R.⁴ Walkup, G.K.⁵ Yao, Y.⁶ Llopis, J.⁷ Tsien, R.Y.⁸

38
- 0037134035
- G. Gaietta, T. J. Deerinck, S. R. Adams, J. Bouwer, O. Tour, D. W. Laird, G. E. Sosinsky, R. Y. Tsien and M. H. Ellisman, Science, 2002, 296, 503-507.
- (2002) Science , vol.296 , pp. 503-507
- Gaietta, G.¹ Deerinck, T.J.² Adams, S.R.³ Bouwer, J.⁴ Tour, O.⁵ Laird, D.W.⁶ Sosinsky, G.E.⁷ Tsien, R.Y.⁸ Ellisman, M.H.⁹

39
- 3042793777
- K. M. Marks, P. D. Braun and G. P. Nolan, Proc. Natl. Acad. Sci. USA. 2004, 101, 9982-9987.
- (2004) Proc. Natl. Acad. Sci. USA. , vol.101 , pp. 9982-9987
- Marks, K.M.¹ Braun, P.D.² Nolan, G.P.³

40
- 0347087452
- A. E. Speers and B. F. Cravatt, ChemBioChem, 2004, 5, 41-47.
- (2004) ChemBioChem , vol.5 , pp. 41-47
- Speers, A.E.¹ Cravatt, B.F.²

41
- 0035799319
- D. Kidd, Y. Liu and B. F. Cravatt, Biochemistry. 2001, 40, 4005-4015.
- (2001) Biochemistry , vol.40 , pp. 4005-4015
- Kidd, D.¹ Liu, Y.² Cravatt, B.F.³

42
- 0033835372
- D. Greenbaum, K. F. Medzihradszky, A. Burlingame and M. Bogyo, Chem. Biol., 2000, 7, 569-581.
- (2000) Chem. Biol. , vol.7 , pp. 569-581
- Greenbaum, D.¹ Medzihradszky, K.F.² Burlingame, A.³ Bogyo, M.⁴

43
- 0037467853
- M.-L. Liau, R. C. Panicker and S. Q. Yao, Tetrahedron Lett., 2003, 44, 1043-1046.
- (2003) Tetrahedron Lett. , vol.44 , pp. 1043-1046
- Liau, M.-L.¹ Panicker, R.C.² Yao, S.Q.³

44
- 3042831921
- A. Saghatelian, N. Jessani, A. Joseph, M. Humphrey and B. F. Cravatt, Proc. Natl. Acad. Sci. USA, 2004, 101, 10000-10005.
- (2004) Proc. Natl. Acad. Sci. USA , vol.101 , pp. 10000-10005
- Saghatelian, A.¹ Jessani, N.² Joseph, A.³ Humphrey, M.⁴ Cravatt, B.F.⁵

45
- 0037462106
- A. E. Speers, G. C. Adam and B. F. Cravatt, J. Am. Chem. Soc., 2003, 125, 4686-4687.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 4686-4687
- Speers, A.E.¹ Adam, G.C.² Cravatt, B.F.³

46
- 1942522084
- A. E. Speers and B. F. Cravatt, Chem. Biol., 2004, 11, 535-546.
- (2004) Chem. Biol. , vol.11 , pp. 535-546
- Speers, A.E.¹ Cravatt, B.F.²

47
- 10744221240
- H. Ovaa, P. F. van Swieten, B. M. Kessler, M. A. Leeuwenburgh, E. Fiebinger, A. M. C. H. van den Nieuwendijk, P. J. Galardy, G. A. van der Marel, H. L. Ploegh and H. S. Overkleeft, Angew. Chem., Int. Ed., 2003, 42, 3626-3629.
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 3626-3629
- Ovaa, H.¹ Van Swieten, P.F.² Kessler, B.M.³ Leeuwenburgh, M.A.⁴ Fiebinger, E.⁵ Van Den Nieuwendijk, A.M.C.H.⁶ Galardy, P.J.⁷ Van Der Marel, G.A.⁸ Ploegh, H.L.⁹ Overkleeft, H.S.¹⁰

48
- 4344584507
- Y. Kho, S. C. Kim, C. Jiang, D. Barma, S. W. Kwon, J. Cheng, J. Jaunbergs, C. Weinbaum, F. Tamanoi, J. Falck and Y. Zhao, Proc. Natl. Acad. Sci. USA, 2004, 101, 12479-12484.
- (2004) Proc. Natl. Acad. Sci. USA , vol.101 , pp. 12479-12484
- Kho, Y.¹ Kim, S.C.² Jiang, C.³ Barma, D.⁴ Kwon, S.W.⁵ Cheng, J.⁶ Jaunbergs, J.⁷ Weinbaum, C.⁸ Tamanoi, F.⁹ Falck, J.¹⁰ Zhao, Y.¹¹

49
- 0032875697
- S. P. Gygi, B. Rist, S. A. Gerber, F. Turecek, M. H. Gelb and R. Aebersold, Nat. Biotechnol., 1999, 17, 994-999.
- (1999) Nat. Biotechnol. , vol.17 , pp. 994-999
- Gygi, S.P.¹ Rist, B.² Gerber, S.A.³ Turecek, F.⁴ Gelb, M.H.⁵ Aebersold, R.⁶

50
- 2442551640
- An example of an isotope-coded activity-based affinity tag has been published: P. F. van Swieten, R. Maehr, A. M. C. H. van den Nieuwendijk, B. M. Kessler, M. Reich, C.-S. Wong, H. Kalbacher, M. A. Leeuwenburgh, C. Driessen, G. A. van der Marel, H. L. Ploegh and H. S. Overkleeft, Bioorg. Med. Chem. Lett., 2004, 14, 3131-3134.
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 3131-3134
- Van Swieten, P.F.¹ Maehr, R.² Van Den Nieuwendijk, A.M.C.H.³ Kessler, B.M.⁴ Reich, M.⁵ Wong, C.-S.⁶ Kalbacher, H.⁷ Leeuwenburgh, M.A.⁸ Driessen, C.⁹ Van Der Marel, G.A.¹⁰ Ploegh, H.L.¹¹ Overkleeft, H.S.¹²

51
- 7244251649
- D. J. Vocadlo and C. R. Bertozzi, Angew. Chem., Int. Ed., 2004, 43, 5338-5342.
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5338-5342
- Vocadlo, D.J.¹ Bertozzi, C.R.²

52
- 4544334518
- S. M. Khersonsky and Y.-T. Chang, ChemBioChem, 2004, 5, 903-908.
- (2004) ChemBioChem , vol.5 , pp. 903-908
- Khersonsky, S.M.¹ Chang, Y.-T.²

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