B3259

Bradykinin acetate salt

powder, ≥98% (HPLC)

• 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

Properties

• 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)

Description

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

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.

Safety Information

• 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)