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Bradykinin . acetate

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Product Details
Synonyms RPPGFSPFR; H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH
Product Type Chemical
Properties
Formula

C50H73N15O11 . C2H4O2

MW 1060.2 . 60.1
Sequence

H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH

CAS 6846-03-3
Source/Host Chemicals Synthetic
Purity Chemicals ≥97% (HPLC)
Appearance Lyophilized white powder.
Solubility Soluble in water.
InChi Key VIGBULRGBBKXHS-MIEKKPBHSA-N
Smiles O=C([C@H](CCC1)N1C([C@H](CCCNC([NH3+])=N)N)=O)N(CCC2)[C@@H]2C(NCC(N[C@@H](CC3=CC=CC=C3)C(N[C@@H](CO)C(N(CCC4)[C@@H]4C(N[C@@H](CC5=CC=CC=C5)C(N[C@@H](CCCNC(N)=N)C(O)=O)=O)=O)=O)=O)=O)=O.[O-]C(C)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
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Description

Bradykinin is a pro-inflammatory peptide that acts through G-protein-coupled receptors. It is an endogenous bradykinin receptor agonist that exhibits selectivity for the B2 receptor over the B1 receptor. Bradykinin is endogenously formed following pathophysiological stimuli such as inflammation, tissue damage, or anoxia. It is an activator of endothelial nitric oxide synthase (eNOS; NOS III) and it reduces blood pressure by inducing the release of prostacyclin, nitric oxide and endothelium-derived hyperpolarizing factor. Bradykinin plays an important role in the regulation of fluid and electrolyte balance, non-vascular smooth muscle contraction, vasodilation and capillary permeability. 

Product References
  1. Actions of pure bradykinin: D.F. Elliott, et al.; J. Physiol. 153, 473 (1960)
  2. The discovery of nitric oxide as the endogenous nitrovasodilator: S. Moncada, et al.; Hypertension 12, 365 (1988)
  3. Bradykinin and ATP stimulate L-arginine uptake and nitric oxide release in vascular endothelial cells: R.G. Bogle, et al.; BBRC 180, 926 (1991)
  4. Biosynthesis of endothelium-derived nitric oxide by bradykinin as endogenous precursor: A.R. Volpe, et al.; Immunopharmacology 33, 287 (1996)
  5. Bradykinin stimulates NF-kappaB activation and interleukin 1beta gene expression in cultured human fibroblasts: Z.K. Pan, et al.; J. Clin. Invest. 98, 2042 (1996)
  6. Bradykinin and nitric oxide in infectious disease and cancer: H. Maeda, et al.; Immunopharmacol. 33, 222 (1996)
  7. Bradykinin receptors and their antagonists: D. Regoli, et al.; Eur. J. Pharmacol. 348, 1 (1998)
  8. Reciprocal phosphorylation and regulation of endothelial nitric-oxide synthase in response to bradykinin stimulation: M.B. Harris, et al.; J. Biol. Chem. 276, 16587 (2001)
  9. International union of pharmacology. XLV. Classification of the kinin receptor family: from molecular mechanisms to pathophysiological consequences: L.M. Leeb-Lundberg, et al.; Pharmacol. Rev. 57, 27 (2005)
  10. Formation of bradykinin: a major contributor to the innate inflammatory response: K. Joseph & A.P. Kaplan; Adv. Immunol. 86, 159 (2005)
  11. Peptide and non-peptide bradykinin receptor antagonists: role in allergic airway disease: W.M. Abraham, et al.; Eur. J. Pharmacol. 533, 215 (2006)
  12. Bradykinin mediates phosphorylation of eNOS in odontoblasts: Y. Korkmaz, et al.; J. Dent. Res. 85, 536 (2006)
  13. Multifunctional effects of bradykinin on glial cells in relation to potential anti-inflammatory effects: M. Noda, et al.; Neurochem. Int. 51, 185 (2007)
  14. Pathogenic mechanisms of bradykinin mediated diseases: Dysregulation of an innate inflammatory pathway: A.P. Kaplan & K. Joseph; Adv. Immunol. 121, 41 (2014)
  15. Bradykinin-mediated diseases: A.P. Kaplan; Chem. Immunol. Allergy 100, 140 (2014)
  16. Role of Bradykinin in the Regulation of Endothelial Nitric Oxide Synthase Expression by Cardiovascular Drugs: J.B. Su; Curr. Pharm. Des. 23, 6215 (2017)
  17. Dysregulated Bradykinin: Mystery in the Pathogenesis of COVID-19: A. Tabassum; Mediators Inflamm. 2022, 7423537 (2022)
  18. Function and structure of bradykinin receptor 2 for drug discovery: J.-K. Shen & H.-T. Zhang; Acta Pharmacol. Sin. 44, 489 (2023)
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