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Selective Desulfurization of Cysteine in the Presence of Cys(Acm) in Polypeptides Obtained by Native Chemical Ligation
Abstract
Increased versatility for the synthesis of proteins and peptides by native chemical ligation requires the ability to ligate at positions other than Cys. Here, we report that Raney nickel can be used under standard conditions for the selective desulfurization of Cys in the presence of Cys(Acm). This simple and practical tactic enables the more common Xaa-Ala junctions to be used as ligation sites for the chemical synthesis of Cys-containing peptides and proteins. [reaction: see text].
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Cited by
Native Chemical Ligation and Extended Methods: Mechanisms, Catalysis, Scope, and Limitations
Agouridas, V., El Mahdi, O., Diemer, V., Cargoët, M., Monbaliu, J.-C. M., & Melnyk, O. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00712 · Cited by 650
Chemically ubiquitylated histone H2B stimulates hDot1L-mediated intranucleosomal methylation
McGinty, R. K., Kim, J., Chatterjee, C., Roeder, R. G., & Muir, T. W. (2008) · Nature · doi:10.1038/nature06906 · Cited by 563
Native Chemical Ligation at Phenylalanine
Crich, D., & Banerjee, A. (2007) · Journal of the American Chemical Society · doi:10.1021/ja072804l · Cited by 282
Metadata
- Authors
- Pentelute, B. L., & Kent, S. B. H.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-01-18
- Volume
- 9
- Issue
- 4
- Pages
- 687-690
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2048052878
- Cited by
- 199
- References
- 0
- FWCI
- 6.59
- Type
- journal article
- Language
- en
- Open access
- closed
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