The DOI matches its Crossref record; 21 of the 21 references it cites were found in a registry or an index.
Native Chemical Ligation at Phenylalanine
Abstract
Synthesis of erythro - N -Boc-β-mercapto- l -phenylalanine enables native chemical ligation at phenylalanine. In the form of the S -ethyldisulfanyl derivative, the N -Boc amino acid is used to cap a tetrapeptide generated by Fmoc-SPPS. The native chemical ligation with C-terminal thioesters then occurs successfully and is followed by selective desulfurization of the benzylic C−S bond. The method is applied to the synthesis of LYRAMFRANK, thereby establishing compatibility with the reactive side chains and the ability to ligate other than glycine.
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Citations
Cites
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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
Chemical Modification of Proteins at Cysteine: Opportunities in Chemistry and Biology
Chalker, J. M., Bernardes, G. J. L., Lin, Y. A., & Davis, B. G. (2009) · Chemistry – An Asian Journal · doi:10.1002/asia.200800427 · Cited by 649
Rapid and efficient protein synthesis through expansion of the native chemical ligation concept
Kulkarni, S. S., Sayers, J., Premdjee, B., & Payne, R. J. (2018) · Nature Reviews Chemistry · doi:10.1038/s41570-018-0122 · Cited by 323
Dual Native Chemical Ligation at Lysine
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Highly Efficient and Chemoselective Peptide Ubiquitylation
Ajish Kumar, K. S., Haj‐Yahya, M., Olschewski, D., Lashuel, H. A., & Brik, A. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200902936 · Cited by 256
Metadata
- Authors
- Crich, D., & Banerjee, A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-07-21
- Volume
- 129
- Issue
- 33
- Pages
- 10064-10065
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1970888612
- Cited by
- 282
- References
- 21
- FWCI
- 9.46
- Type
- journal article
- Language
- en
- Open access
- closed
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