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Key Documents

B3259

Sigma-Aldrich

Bradykinin acetate salt

powder, ≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C50H73N15O11 · xC2H4O2
CAS Number:
Molecular Weight:
1060.21 (free base basis)
EC Number:
UNSPSC Code:
12352106
NACRES:
NA.32

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

0.1 M acetic acid: 25 mg/mL, clear, colorless

UniProt accession no.

storage temp.

−20°C

InChI

1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1

InChI key

QXZGBUJJYSLZLT-FDISYFBBSA-N

Gene Information

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Amino Acid Sequence

Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg

Application

Bradykinin acetate salt has been used:
  • to stimulate the contraction of guinea pig ileum
  • as a contractile agent in fibroblasts
  • In the stimulation of endothelium of human subcutaneous artery
  • To evoke Ca2+ signals in neuroblastoma-glioma hybrid cell line, NG108-15

Biochem/physiol Actions

Bradykinin is a pro-inflammatory peptide that acts through G-protein-coupled receptors. It activates sphingolipid metabolism. Fibroblasts treated with bradykinin produce a rapid and important increase in ceramide which is followed by a transient rise in sphingosine content. The peptide also increases ceramide cellular content by rapidly mobilizing neutral glycolipids. Bradykinin plays an important role in the regulation of fluid and electrolyte balance, smooth muscle contraction, vasodilation and capillary permeability. The bradykinin potentiators, which possess no bradykinin activity themselves, enhance the activity of bradykinin.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Vasomotor dysfunction in human subcutaneous arteries exposed ex vivo to food-grade titanium dioxide
Jensen DM, et al.
Food And Chemical Toxicology, 120, 321-327 (2018)
Louis Potier et al.
The Journal of pharmacology and experimental therapeutics, 346(1), 23-30 (2013-04-18)
Cardiac ischemia is a leading cause of death, especially in diabetic patients. The diabetic ischemic heart is resistant experimentally to established cardioprotective treatments. New pharmacological approaches to cardiac protection are warranted. The kallikrein-kinin system is involved in myocardial protection in
Hepato-and nephroprotective effects of bradykinin potentiating factor from scorpion (Buthus occitanus) venom on mercuric chloride-treated rats
Salman M, et al.
EXCLI Journal, 15, 807-807 (2016)
Henriette Farkas
Expert opinion on pharmacotherapy, 14(5), 571-586 (2013-03-14)
Bradykinin-mediated angioedema is characterized by subcutaneous and/or submucosal edema formation without wheals and pruritus. It is linked to bradykinin-enhanced vascular permeability and, therefore, it does not respond to conventional measures, but requires specific therapy. This summary briefly reviews the different
C L Boyajian et al.
The Journal of biological chemistry, 266(8), 4995-5003 (1991-03-15)
The modulation of neuronal adenylylcyclase by Ca2+, acting via calmodulin, is a long-established example of a positive interaction between the Ca2(+)-mobilizing and cAMP-generating systems. In the present study, concentrations of Ca2+ that stimulate brain adenylylcyclase inhibit the adenylylcyclase of NCB-20

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