Organic & Biomolecular Chemistry
Page 8 of 8
COMMUNICATION
Journal Name
1
6 Y. Shin, K. A. Winans, B. J. Backes, S. B. H. Kent, J. A. Ellman 43 K. Sato, A. Shigenaga, K. Tsuji, S. Tsuda, Y. Sumikawa, K.
DOI: 10.1039/C5OB01029B
and C. R. Bertozzi, J. Am. Chem. Soc. 1999, 121, 11684-
1689.
Sakamoto and A. Otaka, Chembiochem, 2011, 12, 1840–
1844.
1
1
1
1
2
2
2
2
7 R. Ingenito, E. Bianchi, D. Fattori and A. Pessi, J. Am. Chem. 44 S. Tsuda, A. Shigenaga, K. Bando and A. Otaka, Org. Lett.
Soc. 1999, 121, 11369-11374.
2009, 11, 823-826.
8 X. Li, T. Kawakami and S. Aimoto, Tetrahedron Lett. 1998, 39
,
45 M. Taichi, X. Hemu, Y. Qiu and J. P. Tam, Org. Lett. 2013, 15,
8
669-8672.
2620-2623.
9 S. Futaki, K. Sogawa, J. Maruyama, T. Asahara, M. Niwa and 46 T. Kawakami, S. Shimizu and S. Aimoto, Bull. Chem. Soc. Jpn.
H. Hojo, Tetrahedron Lett. 1997, 38, 6237-6240. 2010, 83, 570-574.
0 Y. Makimura, T. Kiuchi, M. Izumi, S. Dedola, Y. Ito and Y. 47 T. Kawakami and S. Aimoto, Tetrahedron, 2009, 65, 3871-
Kajihara, Carbohydrate Res. 2012, 364, 41-48. 3877.
1 N. Yamamoto, Y. Tanabe, R. Okamoto, P. E. Dawson and Y. 48 T. Kawakami and S. Aimoto, Chem. Lett. 2007, 36, 76-77.
Kajihara, J. Am. Chem. Soc. 2008, 130, 501-510.
2 M. Schnölzer, P. Alewood, A. Jones, D. Alewood and S. Kent,
Int. J. Pept. Res. Ther. 2007, 13, 31-44.
49 J. Kang, J. P. Richardson and D. Macmillan, Chem. Commun.
2009, 407-409.
50 J. Kang, N. L. Reynolds, C. Tyrrell, J. R. Dorin and D.
3 E. Haginoya, H. Hojo, Y. Nakahara, Y. Nakahara, K.
Macmillan, Org. Biomol. Chem. 2009, 7, 4918-4923.
Nabeshima, B. P. Toole and Y. Watanabe, Biosci. Biotechnol. 51 J. P. Richardson, C.-H. Chan, J. Blanc, M. Saadi and D.
Biochem. 2006, 70, 1338-1349. Macmillan, Org. Biomol. Chem. 2010, , 1351-1360.
4 N. L. Daly, S. Love, P. F. Alewood and D. J. Craik, 52 Although we did demonstrate thioester formation across
Biochemistry, 1999, 38, 10606-10614. several Xaa-Cys motifs, albeit with low efficiency.
5 G. Zanotti, F. Pinnen and G. Lucente, Tetrahedron Lett. 1985, 53 P. Liu, B. O’Mara, B. Warrack, W. Wu, Y. Huang, Y. Zhang, R.
8
2
2
2
2
2
2
3
2
6
, 5481-5484.
K. I. Nakamura, M. Sumida
S. Aimoto, Bull. Chem. Soc. Jpn. 2006, 79, 1773–1780.
Zhao, M. Lin, M. Ackerman, P. Hocknell, G. Chen, L. Tao, S.
Rieble, J. Wang, D. Wang-Iverson, A. Tymiak, M. Grace and R.
Russell, J. Am. Soc. Mass Spectrom. 2010, 21, 837-844.
6
, T. Kawakami, T. Vorherr and
7 T. Kawakami, M. Sumida, K. i. Nakamura, T. Vorherr and S. 54 L. Shariff, Y. Zhu, B. Cowper, W.-L. Di and D. Macmillan,
Aimoto, Tetrahedron Lett. 2005, 46, 8805-8807. Tetrahedron, 2014, 70, 7675-7680.
8 D. Macmillan, A. Adams and B. Premdjee, Isr. J. Chem. 2011, 55 B. Cowper, D. J. Craik and D. Macmillan, Chembiochem, 2013,
5
1
, 885-899.
9 O. Melnyk and V. Agouridas, Curr. Opin. Chem. Biol. 2014, 22
37-145.
0 T. C. E. Jr., J. Benner and M.-Q. Xu, Protein Sci. 1998,
264.
1 T. W. Muir, Peptide Sci. 2008, 90, 743-750.
14, 809-812.
,
56 A. L. Adams and D. Macmillan, J. Pept. Sci. 2013, 19, 65-73.
57 A. L. Adams, B. Cowper, R. E. Morgan, B. Premdjee, S.
1
7
, 2256-
Caddick and D. Macmillan, Angew. Chem. Int. Ed. 2013, 52,
13062-13066.
58 D. Macmillan, M. De Cecco, N. L. Reynolds, L. F. A. Santos, P.
E. Barran and J. R. Dorin, Chembiochem, 2011, 12, 2133-
2136.
2
3
3
2 T. W. Muir, D. Sondhi and P. A. Cole, Proc. Nat. Acad. Sci.
USA, 1998, 95, 6705-6710.
3
3
3
3
3
3
3
4
4
4
3 F. B. Perler and E. Adam, Curr. Opin. Biotechnol. 2000, 11
77-383.
4 G. Volkmann and H. Mootz, Cell. Mol. Life Sci. 2013, 70
185-1206.
5 J. Tailhades, N. A. Patil, M. A. Hossain and J. D. Wade, J. Pept.
Sci. 2015, 21, 139-147.
6 C. Ozawa, H. Katayama, H. Hojo, Y. Nakahara and Y.
Nakahara, Org. Lett. 2008, 10, 3531-3533.
7 H. Hojo, Y. Onuma, Y. Akimoto, Y. Nakahara and Y. Nakahara,
Tetrahedron Lett. 2007, 48, 25-28.
,
59 S. Luckett, R. S. Garcia, J. J. Barker, A. V. Konarev, P. R.
3
Shewry, A. R. Clarke and R. L. Brady, J. Mol. Biol. 1999, 290,
525-533.
,
1
60 E. Nicolás, E. Pedroso and E. Girald, Tetrahedron Lett. 1989,
30, 497-500.
61 Y. Yang, W. V. Sweeney, K. Schneider, S. Thörnqvist, B. T.
Chait and J. P. Tam, Tetrahedron Lett. 1994, 35, 9689-9692.
62 R. Subirós-Funosas, A. El-Faham and F. Albericio,
Tetrahedron, 2011, 67, 8595-8606.
63 P. Quimbar, U. Malik, C. P. Sommerhoff, Q. Kaas, L. Y. Chan,
Y.-H. Huang, M. Grundhuber, K. Dunse, D. J. Craik, M. A.
Anderson and N. L. Daly, J. Biol. Chem. 2013.
8 F. Burlina, G. Papageorgiou, C. Morris, P. D. White and J.
Offer, Chemical Science, 2014, 5, 766-770.
9 L. Raibaut, H. Adihou, R. Desmet, A. F. Delmas, V. Aucagne 64 V. Diaz-Rodriguez, D. G. Mullen, E. Ganusova, J. M. Becker
and O. Melnyk, Chemical Science, 2013,
0 J. Dheur, N. Ollivier and O. Melnyk, Org. Lett. 2011, 13, 1560-
563.
4
, 4061-4066.
and M. D. Distefano, Org. Lett. 2012, 14, 5648-5651.
1
1 N. Ollivier, J. Dheur, R. Mhidia, A. Blanpain and O. Melnyk,
Org. Lett. 2010, 12, 5238-5241.
2 L. A. Erlich, K. S. A. Kumar, M. Haj-Yahya, P. E. Dawson and A.
Brik, Org. Biomol. Chem. 2010,
8, 2392-2396.
8
| J. Name., 2012, 00, 1-3
This journal is © The Royal Society of Chemistry 20xx
IPlease do not adjust margins