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Safety Information

B3259

Sigma-Aldrich

Bradykinin acetate salt

powder, ≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C50H73N15O11 · xC2H4O2
CAS Number:
6846-03-3
Molecular Weight:
1060.21 (free base basis)
EC Number:
227-781-2
MDL number:
MFCD00076258
UNSPSC Code:
12352106
NACRES:
NA.32
Assay:
≥98% (HPLC)
form:
powder
solubility:
0.1 M acetic acid: 25 mg/mL, clear, colorless

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

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

UniProt accession no.

P01042

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

human ... KNG1 (includes EG:3827)

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3438
BCCK2555
BCCH8393
BCCG0917
BCCD2067

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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
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