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Key Documents

Safety Information

B3259

Sigma-Aldrich

Bradykinin acetate salt

powder, ≥98% (HPLC)

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100 G
¥3,228.77
1 KG
¥21,694.76

¥3,228.77


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100 G
¥3,228.77
1 KG
¥21,694.76

About This Item

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

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

¥3,228.77


Please contact Customer Service for Availability

Request a Bulk Order

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

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Show Differences

1 of 4

This Item
235768440221435651
assay

97%

assay

98%

assay

97%

assay

≥94%

density

0.903 g/mL at 25 °C (lit.)

density

0.968 g/mL at 25 °C (lit.)

density

0.968 g/mL at 25 °C (lit.)

density

1.062 g/mL at 25 °C (lit.)

bp

160-161 °C (lit.), 62-63 °C/20 mmHg (lit.)

bp

123 °C (lit.)

bp

123 °C (lit.)

bp

233 °C (lit.)

refractive index

n20/D 1.398 (lit.)

refractive index

n20/D 1.392 (lit.)

refractive index

n20/D 1.392 (lit.)

refractive index

n20/D 1.468 (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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 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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    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)
    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
    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)
    Haptotaxis is cell type specific and limited by substrate adhesiveness
    Wen JH, et al.
    Cellular and Molecular Bioengineering, 8(4), 530-542 (2015)
    Choline Is an Intracellular Messenger Linking Extracellular Stimuli to IP3-Evoked Ca2+ Signals through Sigma-1 Receptors
    Brailoiu E, et al.
    Cell Reports, 26(2), 330-337 (2019)

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