The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Peptide synthesis using unprotected peptides through orthogonal coupling methods.
Open accessAbstract
We describe an approach to the synthesis of peptides from segments bearing no protecting groups through an orthogonal coupling method to capture the acyl segment as a thioester that then undergoes an intramolecular acyl transfer to the amine component with formation of a peptide bond. Two orthogonal coupling methods to give the covalent ester intermediate were achieved by either a thiol-thioester exchange mediated by a trialkylphosphine and an alkylthiol or a thioesterification by C alpha-thiocarboxylic acid reacting with a beta-bromo amino acid. With this approach, unprotected segments ranging from 4 to 37 residues were coupled to aqueous solution to give free peptides up to 54 residues long with high efficiency.
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Cites
Tam, J. P. (1988) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.85.15.5409 · Cited by 1,251
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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 Synthesis of Circular Proteins
Tam, J. P., & Wong, C. T. T. (2012) · Journal of Biological Chemistry · doi:10.1074/jbc.r111.323568 · Cited by 172
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Metadata
- Authors
- Tam, J. P., Lu, Y. A., Liu, C. F., & Shao, J.
- Venue
- Proceedings of the National Academy of Sciences
- Published
- 1995-12-19
- Volume
- 92
- Issue
- 26
- Pages
- 12485-12489
- ISSN
- 0027-8424 (ISSN-L)
- 1091-6490
- OpenAlex
- W2032951133
- Cited by
- 253
- References
- 1
- FWCI
- 1.78
- Type
- journal article
- Language
- en
- Open access
- green
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- Tam, J. P., Lu, Y. A., Liu, C. F., & Shao, J. (1995). Peptide synthesis using unprotected peptides through orthogonal coupling methods. Proceedings of the National Academy of Sciences. https://doi.org/10.1073/pnas.92.26.12485
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
