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ChemBioChem

Volumn 15, Issue 18, 2014, Pages 2680-2683

Linear aliphatic dialkynes as alternative linkers for double-click stapling of p53-derived peptides

(5) Lau, Yu Heng a De Andrade, Peterson a McKenzie, Grahame J b Venkitaraman, Ashok R b Spring, David R a

a UNIVERSITY OF CAMBRIDGE (United Kingdom)

b HUTCHISON MRC RESEARCH CENTRE (United Kingdom)

Author keywords

Anticancer agents; Click chemistry; Macrocycles; Peptides; Stapling

Indexed keywords

ACID; ALKYNE DERIVATIVE; DIAZIDOPEPTIDE; PEPTIDE; PROTEIN MDM2; PROTEIN P53; UNCLASSIFIED DRUG; ALKYNE; ANTINEOPLASTIC AGENT; AZIDE;

ARTICLE; PROTEIN STRUCTURE; AGONISTS; AMINO ACID SEQUENCE; ANTAGONISTS AND INHIBITORS; CELL LINE; CHEMICAL STRUCTURE; CHEMISTRY; CLICK CHEMISTRY; HUMAN; METABOLISM; MOLECULAR GENETICS;

ALKYNES; AMINO ACID SEQUENCE; ANTINEOPLASTIC AGENTS; AZIDES; CELL LINE; CLICK CHEMISTRY; HUMANS; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PEPTIDES; PROTO-ONCOGENE PROTEINS C-MDM2; TUMOR SUPPRESSOR PROTEIN P53;

EID: 84915756301 PISSN: 14394227 EISSN: 14397633 Source Type: Journal
DOI: 10.1002/cbic.201402374 Document Type: Article

Times cited : (38)

References (46)

1
- 84897443073
- T. L. Nero, C.J. Morton, J. K. Holien, J. Wielens, M.W. Parker, Nat. Rev. Cancer 2014, 14, 248-262.
- (2014) Nat. Rev. Cancer , vol.14 , pp. 248-262
- Nero, T.L.¹ Morton, C.J.² Holien, J.K.³ Wielens, J.⁴ Parker, M.W.⁵

2
- 70349442548
- a) A. J. Levine, M. Oren, Nat. Rev. Cancer 2009, 9, 749-758
- (2009) Nat. Rev. Cancer , vol.9 , pp. 749-758
- Levine, A.J.¹ Oren, M.²

3
- 0242319666
- b) S. Haupt, M. Berger, Z. Goldberg, Y. Haupt, J. Cell Sci. 2003, 116, 4077-4085.
- (2003) J. Cell Sci. , vol.116 , pp. 4077-4085
- Haupt, S.¹ Berger, M.² Goldberg, Z.³ Haupt, Y.⁴

4
- 0030800922
- J. Piette, H. Neel, V. Maréchal, Oncogene 1997, 15, 1001-1010.
- (1997) Oncogene , vol.15 , pp. 1001-1010
- Piette, J.¹ Neel, H.² Maréchal, V.³

5
- 78650879809
- a) C. J. Brown, C. F. Cheok, C. S. Verma, D. P. Lane, Trends Pharmacol. Sci. 2011, 32, 53-62
- (2011) Trends Pharmacol. Sci. , vol.32 , pp. 53-62
- Brown, C.J.¹ Cheok, C.F.² Verma, C.S.³ Lane, D.P.⁴

6
- 70450270900
- b) C. J. Brown, S. Lain, C. S. Verma, A. R. Fersht, D. P. Lane, Nat. Rev. Cancer 2009, 9, 862-873
- (2009) Nat. Rev. Cancer , vol.9 , pp. 862-873
- Brown, C.J.¹ Lain, S.² Verma, C.S.³ Fersht, A.R.⁴ Lane, D.P.⁵

7
- 0037317840
- c) P. Chène, Nat. Rev. Cancer 2003, 3, 102-109.
- (2003) Nat. Rev. Cancer , vol.3 , pp. 102-109
- Chène, P.¹

8
- 0030575937
- P. H. Kussie, S. Gorina, V. Marechal, B. Elenbaas, J. Moreau, A. J. Levine, N. P. Pavletich, Science 1996, 274, 948-953.
- (1996) Science , vol.274 , pp. 948-953
- Kussie, P.H.¹ Gorina, S.² Marechal, V.³ Elenbaas, B.⁴ Moreau, J.⁵ Levine, A.J.⁶ Pavletich, N.P.⁷

9
- 84875436143
- For recent reviews, see: a)V. Azzarito, K. Long, N. S. Murphy, A.J. Wilson, Nat. Chem. 2013, 5, 161-173
- (2013) Nat. Chem. , vol.5 , pp. 161-173
- Azzarito, V.¹ Long, K.² Murphy, N.S.³ Wilson, A.J.⁴

10
- 70350173842
- b) A. Grauer, B. Kçnig, Eur. J. Org. Chem. 2009, 5099-5111
- (2009) Eur. J. Org. Chem. , pp. 5099-5111
- Grauer, A.¹ Kçnig, B.²

11
- 79960587086
- c) R.M.J. Liskamp, D. T. S. Rijkers, J.A.W. Kruijtzer, J. Kemmink, ChemBioChem 2011, 12, 1626-1653.
- (2011) ChemBioChem , vol.12 , pp. 1626-1653
- Liskamp, R.M.J.¹ Rijkers, D.T.S.² Kruijtzer, J.A.W.³ Kemmink, J.⁴

12
- 0034697649
- a) CE. Schafmeister, J. Po, G. L. Verdine, J. Am. Chem. Soc. 2000, 122, 5891-5895
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 5891-5895
- Schafmeister, C.E.¹ Po, J.² Verdine, G.L.³

13
- 0032542374
- b) H. E. Blackwell, R. H. Grubbs, Angew. Chem. Int. Ed. 1998, 37, 3281-3284
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 3281-3284
- Blackwell, H.E.¹ Grubbs, R.H.²

14
- 0000306630
- Angew. Chem. 1998, 110, 3469-3472
- (1998) Angew. Chem. , vol.110 , pp. 3469-3472

15
- 84896923199
- c) G. H. Bird, E. Gavathiotis, J. L. LaBelle, S. G. Katz, L. D. Walensky, ACS Chem. Biol. 2014, 9, 831-837.
- (2014) ACS Chem. Biol. , vol.9 , pp. 831-837
- Bird, G.H.¹ Gavathiotis, E.² Labelle, J.L.³ Katz, S.G.⁴ Walensky, L.D.⁵

16
- 33847675805
- d) F. Bernal, A.F. Tyler, S.J. Korsmeyer, L. D. Walensky, G. L. Verdine, J. Am. Chem. Soc. 2007, 129, 2456-2457
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 2456-2457
- Bernal, F.¹ Tyler, A.F.² Korsmeyer, S.J.³ Walensky, L.D.⁴ Verdine, G.L.⁵

17
- 84875207784
- e) C. J. Brown, S. T. Quah, J. Jong, A. M. Goh, P. C. Chiam, K. H. Khoo, M. L. Choong, M. A. Lee, L. Yur-lova, K. Zolghadr, T. L. Joseph, C. S. Verma, D. P. Lane, ACS Chem. Biol. 2013, 8, 506-512
- (2013) ACS Chem. Biol. , vol.8 , pp. 506-512
- Brown, C.J.¹ Quah, S.T.² Jong, J.³ Goh, A.M.⁴ Chiam, P.C.⁵ Khoo, K.H.⁶ Choong, M.L.⁷ Lee, M.A.⁸ Yur-Lova, L.⁹ Zolghadr, K.¹⁰ Joseph, T.L.¹¹ Verma, C.S.¹² Lane, D.P.¹³

18
- 84883432191
- f) Y. S. Chang, B. Graves, V Guerlavais, C. Tovar, K. Packman, K.-H. To, K. A. Olson, K. Kesavan, P. Gangurde, A. Mukherjee, T. Baker, K. Darlak, C. Elkin, Z. Filipovic, F. Z. Qureshi, H. Cai, P. Berry, E. Fey-fant, X. E. Shi, J. Horstick, D. A. Annis, et al., Proc. Natl. Acad. Sci. USA 2013, 110, E3445-E3454.
- (2013) Proc. Natl. Acad. Sci. USA , vol.110 , pp. E3445-E3454
- Chang, Y.S.¹ Graves, B.² Guerlavais, V.³ Tovar, C.⁴ Packman, K.⁵ To, K.-H.⁶ Olson, K.A.⁷ Kesavan, K.⁸ Gangurde, P.⁹ Mukherjee, A.¹⁰ Baker, T.¹¹ Darlak, K.¹² Elkin, C.¹³ Filipovic, Z.¹⁴ Qureshi, F.Z.¹⁵ Cai, H.¹⁶ Berry, P.¹⁷ Fey-Fant, E.¹⁸ Shi, X.E.¹⁹ Horstick, J.²⁰ Annis, D.A.²¹ more..

19
- 0141706365
- a) A.-M. Leduc, J.O. Trent, J. L. Wittliff, K. S. Bramlett, S. L. Briggs, N. Y. Chirgadze, Y. Wang, T. P. Burris, A. F. Spatola, Proc. Natl. Acad. Sci. USA 2003, 100, 11273-11278
- (2003) Proc. Natl. Acad. Sci. USA , vol.100 , pp. 11273-11278
- Leduc, A.-M.¹ Trent, J.O.² Wittliff, J.L.³ Bramlett, K.S.⁴ Briggs, S.L.⁵ Chirgadze, N.Y.⁶ Wang, Y.⁷ Burris, T.P.⁸ Spatola, A.F.⁹

20
- 77955369875
- b) R. S. Harrison, N. E. Shepherd, H.N. Hoang, G. Ruiz-Gómez, T. A. Hill, R. W. Driver, V S. Desai, P. R. Young, G. Abbe-nante, D. P. Fairlie, Proc. Natl. Acad. Sci. USA 2010, 107, 11686-11691
- (2010) Proc. Natl. Acad. Sci. USA , vol.107 , pp. 11686-11691
- Harrison, R.S.¹ Shepherd, N.E.² Hoang, H.N.³ Ruiz-Gómez, G.⁴ Hill, T.A.⁵ Driver, R.W.⁶ Desai, V.S.⁷ Young, P.R.⁸ Abbe-Nante, G.⁹ Fairlie, D.P.¹⁰

21
- 70349267662
- c) M. M. Madden, C. I. Rivera Vera, W. Song, Q. Lin, Chem. Commun. 2009, 5588-5590
- (2009) Chem. Commun. , pp. 5588-5590
- Madden, M.M.¹ Rivera Vera, C.I.² Song, W.³ Lin, Q.⁴

22
- 79951723092
- d) M. M. Madden, A. Muppidi, Z. Li, X. Li, J. Chen, Q. Lin, Bioorg. Med. Chem. Lett. 2011, 21, 1472-1475
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 1472-1475
- Madden, M.M.¹ Muppidi, A.² Li, Z.³ Li, X.⁴ Chen, J.⁵ Lin, Q.⁶

23
- 80051592173
- e) A. Muppidi, Z. Wang, X. Li, J. Chen, Q. Lin, Chem. Commun. 2011, 47, 9396-9398
- (2011) Chem. Commun. , vol.47 , pp. 9396-9398
- Muppidi, A.¹ Wang, Z.² Li, X.³ Chen, J.⁴ Lin, Q.⁵

24
- 84863121468
- f) S. A. Kawamoto, A. Coleska, X. Ran, H. Yi, C.-Y Yang, S. Wang, J. Med. Chem. 2012, 55, 1137-1146
- (2012) J. Med. Chem. , vol.55 , pp. 1137-1146
- Kawamoto, S.A.¹ Coleska, A.² Ran, X.³ Yi, H.⁴ Yang, C.-Y.⁵ Wang, S.⁶

25
- 84867762300
- g) H. Jo, N. Meinhardt, Y. Wu, S. Kulkarni, X. Hu, K. E. Low, P. L. Davies, W. F. DeGrado, D. C. Greenbaum, J. Am. Chem. Soc. 2012, 134, 17704-17713
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 17704-17713
- Jo, H.¹ Meinhardt, N.² Wu, Y.³ Kulkarni, S.⁴ Hu, X.⁵ Low, K.E.⁶ Davies, P.L.⁷ Degrado, W.F.⁸ Greenbaum, D.C.⁹

26
- 38849169899
- h) K. Fujimoto, M. Kajino, M. Inouye, Chem. Eur. J. 2008, 14, 857-863
- (2008) Chem. Eur. J. , vol.14 , pp. 857-863
- Fujimoto, K.¹ Kajino, M.² Inouye, M.³

27
- 0034635998
- i) J. R. Kumita, O. S. Smart, G. A. Wool-ley, Proc. Natl. Acad. Sci. USA 2000, 97, 3803-3808
- (2000) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 3803-3808
- Kumita, J.R.¹ Smart, O.S.² Wool-Ley, G.A.³

28
- 54349123364
- j) O. Torres, D. Yüksel, M. Bernardina, K. Kumar, D. Bong, ChemBioChem 2008, 9, 1701-1705
- (2008) ChemBioChem , vol.9 , pp. 1701-1705
- Torres, O.¹ Yüksel, D.² Bernardina, M.³ Kumar, K.⁴ Bong, D.⁵

29
- 59649109199
- k) S. Kneissl, E. J. Loveridge, C. Williams, M. P. Crump, R. K. Allemann, ChemBioChem 2008, 9, 3046-3054
- (2008) ChemBioChem , vol.9 , pp. 3046-3054
- Kneissl, S.¹ Loveridge, E.J.² Williams, C.³ Crump, M.P.⁴ Allemann, R.K.⁵

30
- 84876702107
- l) A. M. Spokoyny, Y. Zou, J. Ling, H. Yu, Y-S. Lin, B. L. Pentelute, J. Am. Chem. Soc. 2013, 135, 5946-5949.
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 5946-5949
- Spokoyny, A.M.¹ Zou, Y.² Ling, J.³ Yu, H.⁴ Lin, Y.-S.⁵ Pentelute, B.L.⁶

31
- 78649808686
- a) T. L. Joseph, D. Lane, C. S. Verma, Cell Cycle 2010, 9, 4560-4568
- (2010) Cell Cycle , vol.9 , pp. 4560-4568
- Joseph, T.L.¹ Lane, D.² Verma, C.S.³

32
- 79959492294
- b) C. Phillips, L. R. Roberts, M. Schade, R. Bazin, A. Bent, N. L. Davies, R. Moore, A. D. Pannifer, A. R. Pickford, S. H. Prior, C. M. Read, A. Scott, D. G. Brown, B. Xu, S. L. Irving, J. Am. Chem. Soc. 2011, 133, 9696-9699
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 9696-9699
- Phillips, C.¹ Roberts, L.R.² Schade, M.³ Bazin, R.⁴ Bent, A.⁵ Davies, N.L.⁶ Moore, R.⁷ Pannifer, A.D.⁸ Pickford, A.R.⁹ Prior, S.H.¹⁰ Read, C.M.¹¹ Scott, A.¹² Brown, D.G.¹³ Xu, B.¹⁴ Irving, S.L.¹⁵

33
- 84862908454
- c) S. Baek, P. S. Kutchukian, G. L. Verdine, R. Huber, T. A. Holak, K. W. Lee, G. M. Popowicz, J. Am. Chem. Soc. 2012, 134, 103-106
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 103-106
- Baek, S.¹ Kutchukian, P.S.² Verdine, G.L.³ Huber, R.⁴ Holak, T.A.⁵ Lee, K.W.⁶ Popowicz, G.M.⁷

34
- 77955891885
- d) M. L. Stewart, E. Fire, A. E. Keating, L. D. Walensky, Nat. Chem. Biol. 2010, 6, 595-601.
- (2010) Nat. Chem. Biol. , vol.6 , pp. 595-601
- Stewart, M.L.¹ Fire, E.² Keating, A.E.³ Walensky, L.D.⁴

35
- 84898072341
- Y. H. Lau, P. de Andrade, S.-T Quah, M. Rossmann, L. Laraia, N. Skçld, T. J. Sum, P. J. E. Rowling, T. L. Joseph, C. Verma, M. Hyvçnen, L. S. Itzha-ki, A. R. Venkitaraman, C. J. Brown, D. P. Lane, D. R. Spring, Chem. Sci. 2014, 5, 1804-1809.
- (2014) Chem. Sci. , vol.5 , pp. 1804-1809
- Lau, Y.H.¹ De Andrade, P.² Quah, S.-T.³ Rossmann, M.⁴ Laraia, L.⁵ Skçld, N.⁶ Sum, T.J.⁷ Rowling, P.J.E.⁸ Joseph, T.L.⁹ Verma, C.¹⁰ Hyvçnen, M.¹¹ Itzha-Ki, L.S.¹² Venkitaraman, A.R.¹³ Brown, C.J.¹⁴ Lane, D.P.¹⁵ Spring, D.R.¹⁶

36
- 54349123364
- O. Torres, D. Yüksel, M. Bernardina, K. Kumar, D. Bong, ChemBioChem 2008, 9, 1701-1705.
- (2008) ChemBioChem , vol.9 , pp. 1701-1705
- Torres, O.¹ Yüksel, D.² Bernardina, M.³ Kumar, K.⁴ Bong, D.⁵

37
- 79954617765
- D. S. Pedersen, A. Abell, Eur. J. Org. Chem. 2011, 2399-2411.
- (2011) Eur. J. Org. Chem. , pp. 2399-2411
- Pedersen, D.S.¹ Abell, A.²

38
- 74549211258
- a) M. Scrima, A. Le Chavalier-Isaad, P. Rovero, A.M. Papini, M. Chorev, A.M. D'Ursi, Eur. J. Org. Chem. 2010, 446-457
- (2010) Eur. J. Org. Chem. , pp. 446-457
- Scrima, M.¹ Le Chavalier-Isaad, A.² Rovero, P.³ Papini, A.M.⁴ Chorev, M.⁵ D'Ursi, A.M.⁶

39
- 84878972564
- b) L. Frankiewicz, C. Betti, K. Guillemyn, D. Tourwé, Y. Jacquot, S. Ballet, J. Pept. Sci. 2013, 19, 423-432
- (2013) J. Pept. Sci. , vol.19 , pp. 423-432
- Frankiewicz, L.¹ Betti, C.² Guillemyn, K.³ Tourwé, D.⁴ Jacquot, Y.⁵ Ballet, S.⁶

40
- 84903126983
- c) A. D. de Araujo, H. N. Hoang, W. M. Kok, F. Diness, P. Gupta, T.A. Hill, R.W. Driver, D. A. Price, S. Liras, D. P. Fairlie, Angew. Chem. Int. Ed. 2014, 53, 6965-6969
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 6965-6969
- De Araujo, A.D.¹ Hoang, H.N.² Kok, W.M.³ Diness, F.⁴ Gupta, P.⁵ Hill, T.A.⁶ Driver, R.W.⁷ Price, D.A.⁸ Liras, S.⁹ Fairlie, D.P.¹⁰

41
- 84915790532
- Angew. Chem. 2014, 126, 7085-7089.
- (2014) Angew. Chem. , vol.126 , pp. 7085-7089

42
- 79957814016
- S. Ingale, P. E. Dawson, Org. Lett. 2011, 13, 2822-2825.
- (2011) Org. Lett. , vol.13 , pp. 2822-2825
- Ingale, S.¹ Dawson, P.E.²

43
- 84901675908
- Y. H. Lau, P. de Andrade, N. Skçld, G. J. McKenzie, A. R. Venkitaraman, C. Verma, D. P. Lane, D. R. Spring, Org. Biomol. Chem. 2014, 12, 4074-4077.
- (2014) Org. Biomol. Chem. , vol.12 , pp. 4074-4077
- Lau, Y.H.¹ De Andrade, P.² Skçld, N.³ McKenzie, G.J.⁴ Venkitaraman, A.R.⁵ Verma, C.⁶ Lane, D.P.⁷ Spring, D.R.⁸

44
- 34548780897
- B. Hu, D. M. Gilkes, J. Chen, Cancer Res. 2007, 67, 8810-8817.
- (2007) Cancer Res. , vol.67 , pp. 8810-8817
- Hu, B.¹ Gilkes, D.M.² Chen, J.³

45
- 50349097899
- G. H. Bird, F. Bernal, K. Pitter, L. D. Walensky, Methods Enzymol. 2008, 446, 369-386.
- (2008) Methods Enzymol. , vol.446 , pp. 369-386
- Bird, G.H.¹ Bernal, F.² Pitter, K.³ Walensky, L.D.⁴

46
- 0027404071
- B. Forood, J.-E. Feliciano, K. P. Nambiar, Proc. Natl. Acad. Sci. USA 1993, 90, 838-842.
- (1993) Proc. Natl. Acad. Sci. USA , vol.90 , pp. 838-842
- Forood, B.¹ Feliciano, J.-E.² Nambiar, K.P.³

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