The DOI matches its Crossref record.
Synthèse de la L‐arginyl‐L‐prolyl‐L‐prolyl‐glycyl‐L‐phénylalanyl‐L‐Séryl‐L‐prolyl‐L‐phénylalanyl‐L‐arginine, un nonapeptide présentant les propriétés de la bradykinine
Abstract
The synthesis of a nonapeptide exhibiting bradykinin‐like properties is described. Condensation of CBO‐(nitro)Arg‐Pro‐OH with H‐Pro‐Gly‐NHNH‐CTO and selective splitting of the CTO‐group yielded CBO‐(nitro)Arg‐Pro‐Pro‐Gly‐NHNH 2. CBO‐Phe‐ Ser‐N 2 was condensed with H‐Pro‐Phe‐(nitro)Arg‐OBzN, the CBO‐group was selectively split, and the resulting pentapeptide was made to react with the azide corresponding to the above‐mentioned hydrazide. All the protective groups of the resulting nonapeptide were split off by catalytic hydrogenolysis, giving pure H‐Arg‐ Pro‐Pro‐Gly‐Phe‐Ser‐Pro‐Phe‐Arg‐OH after counter‐current distribution. On a molar basis, this nonapeptide was more active than histamine (ileum, bronchial muscle and capillary permeability of the guinea pig) and acetylcholine (duodenum of the rabbit, blood pressure of the rabbit and dog).
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Citations
Cited by
Solid-Phase Peptide Synthesis. III. An Improved Synthesis of Bradykinin*
Merrifield, R. B. (1964) · Biochemistry · doi:10.1021/bi00897a032 · Cited by 572
Merrifield, R. B. (1965) · Science · doi:10.1126/science.150.3693.178 · Cited by 540
The kallikrein-kininogen-kinin system: lessons from the quantification of endogenous kinins
Blais, C., Marceau, F., Rouleau, J.-L., & Adam, A. (2000) · Peptides · doi:10.1016/s0196-9781(00)00348-x · Cited by 135
Metadata
- Authors
- Boissonnas, R. A., Guttmann, S., & Jaquenoud, P. ‐.
- Venue
- Helvetica Chimica Acta
- Publisher
- Wiley
- Published
- 1960-01
- Volume
- 43
- Issue
- 5
- Pages
- 1349-1358
- ISSN
- 0018-019X (ISSN-L)
- 1522-2675
- OpenAlex
- W1558485391
- Cited by
- 189
- References
- 0
- FWCI
- 16.31
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Synthèse de la L‐arginyl‐L‐prolyl‐L‐prolyl‐glycyl‐L‐phénylalanyl‐L‐Séryl‐L‐prolyl‐L‐phénylalanyl‐L‐arginine, un nonapeptide présentant les propriétés de la bradykinine. https://app.cochat.ai/papers/10.1002/hlca.19600430519
- The paper
- Boissonnas, R. A., Guttmann, S., & Jaquenoud, P. ‐. (1960). Synthèse de la L‐arginyl‐L‐prolyl‐L‐prolyl‐glycyl‐L‐phénylalanyl‐L‐Séryl‐L‐prolyl‐L‐phénylalanyl‐L‐arginine, un nonapeptide présentant les propriétés de la bradykinine. Helvetica Chimica Acta. https://doi.org/10.1002/hlca.19600430519
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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.
