期刊
ORGANIC LETTERS
卷 21, 期 12, 页码 4709-4712出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01545
关键词
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资金
- Alexander von Humboldt Foundation
- Australian Research Council [DE190100015]
- Lee Kong Chian School of Medicine, Nanyang Technological University
- Singapore National Research Foundation [NRF2016NRF-CRP001-063]
- Australian Research Council [DE190100015] Funding Source: Australian Research Council
Peptides featuring an N-terminal cysteine residue and the unnatural amino acid 3-(2-cyano-4-pyridyl)-alanine (Cpa) cyclize spontaneously in aqueous solution at neutral pH. Cpa is readily available and easily introduced into peptides using standard solid-phase peptide synthesis. The reaction is orthogonal to all proteinogenic amino acids, including cysteine residues that are not at the N-terminus. A substrate peptide of the Zika virus NS2B-NS3 protease cyclized in this way produced an inhibitor of high affinity and proteolytic stability.
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