Direct synthesis of unnatural amino acids and modifications of peptides via LADA strategy
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* Corresponding author.
E-mail address: zksun@sjtu.edu.cn (Z. Sun).
1 These authors contributed equally to this work.
Citation: Yunqi Liu, Junliang Zhou, Zhankui Sun. Direct synthesis of unnatural amino acids and modifications of peptides via LADA strategy[J]. Chinese Chemical Letters, ;2024, 35(1): 108553. doi: 10.1016/j.cclet.2023.108553
M.A.T. Blaskovich, J. Med. Chem. 59 (2016) 10807–10836.
doi: 10.1021/acs.jmedchem.6b00319
P. Neumann-Staubitz, H. Neumann, Curr. Opin. Struct. Biol. 38 (2016) 119–128.
doi: 10.1016/j.sbi.2016.06.006
C. Najera, J.M. Sansano, Chem. Rev. 107 (2007) 4584–4671.
doi: 10.1021/cr050580o
M.J. O'Donnell, Acc. Chem. Res. 37 (2004) 506–517.
doi: 10.1021/ar0300625
S. Shirakawa, K. Maruoka, Angew. Chem. Int. Ed. 52 (2013) 4312–4348.
doi: 10.1002/anie.201206835
A.F.M. Noisier, M.A. Brimble, Chem. Rev. 114 (2014) 8775–8806.
doi: 10.1021/cr500200x
Y.P. Xue, C.H. Cao, Y.G. Zheng, Chem. Soc. Rev. 47 (2018) 1516–1561.
doi: 10.1039/c7cs00253j
X. Huo, R. He, J. Fu, et al., J. Am. Chem. Soc. 139 (2017) 9819–9822.
doi: 10.1021/jacs.7b05460
W. Gong, G.F. Zhang, T. Liu, R. Giri, J.Q. Yu, J. Am. Chem. Soc. 136 (2014) 16940–16946.
doi: 10.1021/ja510233h
G. Chen, T. Shigenari, P. Jain, et al., Am. Chem. Soc. 137 (2015) 3338–3351.
doi: 10.1021/ja512690x
X. Lu, B. Xiao, R. Shang, L. Liu, Chin. Chem. Lett. 27 (2016) 305–311.
doi: 10.1016/j.cclet.2015.12.021
X. Lu, S.J. He, W.M. Cheng, J. Shi, Chin. Chem. Lett. 27 (2018) 1001–1008.
O. Boutureira, G.J. Bernardes, Chem. Rev. 115 (2015) 2174–2195.
doi: 10.1021/cr500399p
S.S. Kulkarni, J. Sayers, B. Premdjee et al., Nat. Rev. Chem. 2 (2018) 0122.
doi: 10.1038/s41570-018-0122
A.M. White, I.R. Palombi, L.R. Malins, Chem. Sci. 13 (2022) 2809–2823.
doi: 10.1039/d1sc06133j
C.L. Wang, Y.L. Zhao, J.F. Zhao, Chin. J. Org. Chem. 42 (2022) 2774–2792.
doi: 10.6023/cjoc202203008
T.H. Wright, B.J. Bower, J.M. Chalker, et al., Science 354 (2016) aag1465.
doi: 10.1126/science.aag1465
B. Josephson, C. Fehl, P.G. Isenegger, et al., Nature 585 (2020) 530–537.
doi: 10.1038/s41586-020-2733-7
R.C. Griffiths, F.R. Smith, J.E. Long, et al., Angew. Chem. Int. Ed. 61 (2022) e202110223.
doi: 10.1002/anie.202110223
Y. Wang, L.F. Deng, X. Zhang, Z.D. Mou, D. Niu, Angew. Chem. Int. Ed. 60 (2021) 2155–2159.
doi: 10.1002/anie.202012503
S. Shi, R. Li, L. Rao, Z. Sun, Green. Chem. 22 (2020) 669–672.
doi: 10.1039/c9gc04096j
S. Shi, W. Qiu, P. Miao, et al., Nat. Commun. 12 (2021) 1006.
doi: 10.1038/s41467-021-21303-3
P. Miao, R. Li, X. Lin, L. Rao, Z. Sun, Green. Chem. 23 (2021) 1638–1641.
doi: 10.1039/d1gc00091h
Y. Dong, R. Li, J. Zhou, Z. Sun, Org. Lett. 23 (2021) 6387–6390.
doi: 10.1021/acs.orglett.1c02208
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