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Peptide synthesis. Part 2. Procedures for solid-phase synthesis using Nα-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and of acyl carrier protein 65–74 decapeptide
Abstract
Use of base-labile Nα-9-fluorenylmethoxycarbonylamino-acids in combination with acid-labile t-butyl or p-alkoxybenzyl side-chain or carboxy-terminal (resin-linkage) protecting groups enables solid-phase peptide synthesis to be carried out under exceptionally mild reaction conditions. The repetitive and vigorous acidic treatments required in conventional synthesis are avoided. High-yield syntheses of a decapeptide and of an undecapeptide amide (Substance P) are described using this new combination of protecting groups on polyamide supports.
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Citations
Cited by
Advances in Fmoc solid‐phase peptide synthesis
Behrendt, R., White, P., & Offer, J. (2016) · Journal of Peptide Science · doi:10.1002/psc.2836 · Cited by 760
Two tyrosinase nonapeptides recognized on HLA‐A2 melanomas by autologous cytolytic T lymphocytes
Wölfel, T., Van Pel, A., Brichard, V., Schneider, J., Seliger, B., Zum Büschenfelde, K. M., & Boon, T. (1994) · European Journal of Immunology · doi:10.1002/eji.1830240340 · Cited by 411
Ogishima, T., Shibata, H., Shimada, H., Mitani, F., Suzuki, H., Saruta, T., & Ishimura, Y. (1991) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)99077-0 · Cited by 141
Burton, N. R., Polasky, D. A., Shikwana, F., Ofori, S., Yan, T., Geiszler, D. J., Veiga Leprevost, F. D., Nesvizhskii, A. I., & Backus, K. M. (2023) · Journal of the American Chemical Society · doi:10.1021/jacs.3c05797 · Cited by 22
Metadata
- Authors
- Atherton, E., Logan, C. J., & Sheppard, R. C.
- Venue
- J. Chem. Soc., Perkin Trans. 1
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 1981
- Issue
- 0
- Pages
- 538-546
- ISSN
- 1364-5463 (ISSN-L)
- 0300-922X
- OpenAlex
- W2059680068
- Cited by
- 400
- References
- 0
- FWCI
- 2.88
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Peptide synthesis. Part 2. Procedures for solid-phase synthesis using Nα-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and of acyl carrier protein 65–74 decapeptide. https://app.cochat.ai/papers/10.1039/p19810000538
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- Atherton, E., Logan, C. J., & Sheppard, R. C. (1981). Peptide synthesis. Part 2. Procedures for solid-phase synthesis using Nα-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and of acyl carrier protein 65–74 decapeptide. J. Chem. Soc., Perkin Trans. 1. https://doi.org/10.1039/p19810000538
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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