An active metabolite of bradykinin and agonist of bradykinin B1 receptors
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(Des-Arg9)-Bradykinin

Item No. 31136

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-8-bradykinin
CAS Number
15958-92-6
Synonyms
  • (Des-Arg9)-BK
  • (Des-Arg9)-Kallidin
  • (Des-Arg9)-KD
  • RPPGFSPF-OH
Molecular Formula
C44H61N11O10
Formula Weight
904.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15mg/mLDMSO: 15mg/mLEthanol: 10mg/mLPBS (pH 7.2): 10mg/mL
SMILES
O=C(N1CCC[C@H]1C(N2CCC[C@H]2C(NCC(N[C@H](C(N[C@@H](CO)C(N3CCC[C@H]3C(N[C@H](C(O)=O)CC4=CC=CC=C4)=O)=O)=O)CC5=CC=CC=C5)=O)=O)=O)[C@H](CCCNC(N)=N)N[H]
InChi Code
InChI=1S/C44H61N11O10/c45-29(15-7-19-48-44(46)47)40(61)55-22-10-18-35(55)42(63)54-21-8-16-33(54)38(59)49-25-36(57)50-30(23-27-11-3-1-4-12-27)37(58)52-32(26-56)41(62)53-20-9-17-34(53)39(60)51-31(43(64)65)24-28-13-5-2-6-14-28/h1-6,11-14,29-35,56H,7-10,15-26,45H2,(H,49,59)(H,50,57)(H,51,60)(H,52,58)(H,64,65)(H4,46,47,48)/t29-,30-,31-,32-,33-,34-,35-/m0/s1
InChi Key
VCEHWDBVPZFHAG-POFDKVPJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $117

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    10 mg

    $206

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    25 mg

    $456

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    50 mg

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    Product Description

    (Des-Arg9)-Bradykinin is an active metabolite of the endogenous vasodilator bradykinin (Item No. 37408) and a peptide agonist of the bradykinin B1 receptor.1,2 It binds to bradykinin B1 and B2 receptors (Kis = 1.93 and 8.1 µM, respectively).3 (Des-Arg9)-Bradykinin is formed via carboxypeptidase-mediated cleavage of the bradykinin C-terminal arginine residue in plasma and tissues.2 It induces relaxation of precontracted isolated endothelium-denuded dog renal artery strips (pD2 = 8.6).4 (Des-Arg9)-Bradykinin decreases blood pressure in LPS-treated rabbits in a dose-dependent manner.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bastian, S., Loillier, B., Paquet, J.L., et al. Stable expression of human kinin B1 receptor in 293 cells: Pharmacological and functional characterization. Br. J. Pharmacol. 122(2), 393-399 (1997).

    2. Leeb-Lundberg, L.M.F., Marceau, F., Müller-Esterl, W., et al. International union of pharmacology. XLV. Classification of the kinin receptor family: From molecular mechanisms to pathophysiological consequences. Pharmacol. Rev. 57(1), 27-77 (2005).

    3. Hess, J.F., Borkowski, J.A., Macneil, T., et al. Differential pharmacology of cloned human and mouse B2 bradykinin receptors. Mol. Pharmacol. 45(1), 1-8 (1994).

    4. Rhaleb, N.E., Drapeau, G., Dion, S., et al. Structure-activity studies on bradykinin and related peptides: Agonists. Br. J. Pharmacol. 99(3), 445-448 (1990).

    5. Drapeau, G., deBlois, D., and Marceau, F. Hypotensive effects of Lys-des-Arg9-bradykinin and metabolically protected agonists of B1 receptors for kinins. J. Pharmacol. Exp. Ther. 259(3), 997-1003 (1991).