Bradykinin Fragment 1-5

Modify Date: 2024-01-04 12:14:36

Bradykinin Fragment 1-5 Structure
Bradykinin Fragment 1-5 structure
Common Name Bradykinin Fragment 1-5
CAS Number 23815-89-6 Molecular Weight 572.65600
Density 1.46g/cm3 Boiling Point N/A
Molecular Formula C27H40N8O6 Melting Point N/A
MSDS Chinese USA Flash Point N/A

 Use of Bradykinin Fragment 1-5


Bradykinin (1-5) is a major stable metabolite of Bradykinin, formed by the proteolytic action of angiotensin-converting enzyme (ACE).

 Names

Name 2-[[2-[[1-[1-[2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoic acid
Synonym More Synonyms

 Bradykinin Fragment 1-5 Biological Activity

Description Bradykinin (1-5) is a major stable metabolite of Bradykinin, formed by the proteolytic action of angiotensin-converting enzyme (ACE).
Related Catalog
In Vivo Bradykinin is a short-lived vasoactive peptide, with a reported half-life in vivo of 17 s, that is rapidly metabolized in the circulation to Bradykinin (1-5). Bradykinin (1-5), the product of two sequential cleavages of Bradykinin by ACE at the Pro7-Phe8 and Phe5-Ser6bonds, has been identified as the major stable metabolite of Bradykinin in vivo in human subjects, with a terminal half-life of minutes. Both Bradykinin and Bradykinin (1-5) inhibit α- and γ-thrombin-induced platelet aggregation (P<0.01 versus baseline). Bradykinin (1-5) inhibits γ-thrombin-induced platelet aggregation 50% at a calculated dose of 183±3 pmol/min. Neither Bradykinin nor Bradykinin (1-5) affects thrombin receptor-activating peptide-induced platelet aggregation, consistent with the hypothesis that Bradykinin and Bradykinin 1-5 inhibit thrombin-induced platelet aggregation by preventing cleavage of the thrombin receptor and liberation of thrombin receptor-activating peptide. Bradykinin (1-5) significantly attenuates α-thrombin-induced platelet aggregation but not TRAP 1-6-induced platelet aggregation. Bradykinin (1-5) potently inhibits γ-thrombin (500 nM)-induced platelet aggregation with an ED50 of 183±2 pmol/min[1].
References

[1]. Murphey LJ, et al. Bradykinin and its metabolite Bradykinin 1-5 inhibit thrombin-induced platelet aggregation in humans. J Pharmacol Exp Ther. 2006 Sep;318(3):1287-92.

 Chemical & Physical Properties

Density 1.46g/cm3
Molecular Formula C27H40N8O6
Molecular Weight 572.65600
Exact Mass 572.30700
PSA 224.04000
LogP 1.03610
Index of Refraction 1.677
Storage condition -20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes F+
RIDADR NONH for all modes of transport
WGK Germany 3.0

 Articles26

More Articles
Angiotensin-converting enzyme inhibition and smoking potentiate the kinin response to cardiopulmonary bypass.

Clin. Pharmacol. Ther. 76(4) , 379-87, (2004)

This study tested the hypothesis that angiotensin-converting enzyme (ACE) inhibitors potentiate activation of the kallikrein-kinin system during cardiopulmonary bypass (CPB).The effects of CPB on conc...

Thrombostatin inhibits cyclic flow variations in stenosed canine coronary arteries.

Thromb. Haemost. 86(5) , 1296-304, (2001)

Thrombostatins are a group of compounds based upon a breakdown product of bradykinin, RPPGF. They inhibit alpha-thrombin-induced platelet activation by binding to protease activated receptor 1 and, at...

Thrombostatin FM compounds: direct thrombin inhibitors - mechanism of action in vitro and in vivo.

J. Thromb. Haemost. 6(5) , 837-45, (2008)

Novel pentapeptides called Thrombostatin FM compounds consisting mostly of D-isomers and unusual amino acids were prepared based upon the stable angiotensin converting enzyme breakdown product of brad...

 Synonyms

Arg-pro-pro-gly-phe
Bradykinin Fragment-1-5
2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanoic acid
Bradykinin: 1-5
Bradykinin (1-5)
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