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Merck

B3259

Sigma-Aldrich

Bradykinin acetate salt

powder, ≥98% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C50H73N15O11 · xC2H4O2
Número de CAS:
Peso molecular:
1060.21 (free base basis)
EC Number:
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.32
assay:
≥98% (HPLC)
form:
powder
solubility:
0.1 M acetic acid: 25 mg/mL, clear, colorless
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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

SMILES string

N2([C@@H](CCC2)C(=O)NCC(=O)N[C@@H](Cc5ccccc5)C(=O)N[C@@H](CO)C(=O)N3[C@@H](CCC3)C(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C(=O)[C@H]1N(CCC1)C(=O)[C@@H](N)CCCN=C(N)N

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[1]
  • as a contractile agent in fibroblasts[2]
  • In the stimulation of endothelium of human subcutaneous artery[3]
  • To evoke Ca2+ signals in neuroblastoma-glioma hybrid cell line, NG108-15[4]

Biochem/physiol Actions

Activates pain receptors; induces smooth muscle contraction; activates Ca2+-dependent nitric oxide synthetase; increases capillary permeability.
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)


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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
Haptotaxis is cell type specific and limited by substrate adhesiveness
Wen JH, et al.
Cellular and Molecular Bioengineering, 8(4), 530-542 (2015)
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)
Bing-Wen Soong et al.
American journal of human genetics, 92(3), 422-430 (2013-02-26)
Charcot-Marie-Tooth disease (CMT) is a heterogeneous group of inherited neuropathies. Mutations in approximately 45 genes have been identified as being associated with CMT. Nevertheless, the genetic etiologies of at least 30% of CMTs have yet to be elucidated. Using a
Marcus Maurer et al.
PloS one, 8(2), e53773-e53773 (2013-02-08)
Attacks of hereditary angioedema (HAE) are unpredictable and, if affecting the upper airway, can be lethal. Icatibant is used for physician- or patient self-administered symptomatic treatment of HAE attacks in adults. Its mode of action includes disruption of the bradykinin

Questions

  1. How should a solution of bradykinin acetate salt in 0.1M acetic acid be stored? Can it be further diluted in an aqueous buffer?

    1 answer
    1. Following reconstitution at 25 mg/mL in 0.1 M Acetic acid, aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C. The stability of dilute solutions has not been determined, however, Bradykinin fragment 1 - 7, (B4181) is part of a set of standards for Maldi-MS calibration (MSCAL1). In this application, the solution is diluted to 10 pmol/uL and stored at -20°C for 1 month. One may infer that dilute solutions of the whole molecule would be comparably stable when diluted and stored frozen.

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