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Merck

B4397

Sigma-Aldrich

Bradykinin Fragment 1-8 acetate salt hydrate

≥97% (HPLC)

Synonym(e):

[des-Arg9]-Bradykinin acetate salt hydrate

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About This Item

Empirische Formel (Hill-System):
C44H61N11O10 · xC2H4O2 · yH2O
Molekulargewicht:
904.02 (anhydrous free base basis)
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:

Assay

≥97% (HPLC)

Form

powder

UniProt-Hinterlegungsnummer

Lagertemp.

−20°C

SMILES String

NC(CCCNC(N)=N)C(=O)N1CCCC1C(=O)N2CCCC2C(=O)NCC(=O)NC(Cc3ccccc3)C(=O)NC(CO)C(=O)N4CCCC4C(=O)NC(Cc5ccccc5)C(O)=O

InChI

1S/C44H61N11O10/c45-29(15-7-19-48-44(46)47)40(61)55-22-10-18-35(55)42(63)54-21-8-16-33(54)38(59)49-25-36(57)50-30(23-27-11-3-1-4-12-27)37(58)52-32(26-56)41(62)53-20-9-17-34(53)39(60)51-31(43(64)65)24-28-13-5-2-6-14-28/h1-6,11-14,29-35,56H,7-10,15-26,45H2,(H,49,59)(H,50,57)(H,51,60)(H,52,58)(H,64,65)(H4,46,47,48)

InChIKey

VCEHWDBVPZFHAG-UHFFFAOYSA-N

Angaben zum Gen

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Amino Acid Sequence

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

Allgemeine Beschreibung

Bradykinin Fragment 1-8, also known as des-Arg9-bradykinin, is produced by the cleavage of bradykinin at 8-9 position by carboxypeptidase N.

Anwendung

Bradykinin Fragment 1-8 acetate salt hydrate has been used as a Bradykinin 1 receptor (B1R) agonist to investigate the expression and the role of B1R, in mediating neuronal injury under the chemical neurotoxicity paradigm in PC12 cell lines. It has also been used as an analyte in nanostructure-initiator mass spectrometry and matrix-assisted laser desorption/ionization (MALDI).

Biochem./physiol. Wirkung

Bradykinin Fragment 1-8 is a selective B1 bradykinin receptor agonist. It promotes the release of nitric oxide, prostacyclin, endothelium-derived hyperpolarizing factor in the endothelium. des-Arg9-bradykinin also promotes vasodilatation and increases blood flow in the peripheral circulation.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Seok Choi et al.
British journal of pharmacology, 148(7), 918-926 (2006-06-20)
We studied the modulation of pacemaker activities by bradykinin in cultured interstitial cells of Cajal (ICC) from murine small intestine with the whole-cell patch-clamp technique. Externally applied bradykinin produced membrane depolarization in the current-clamp mode and increased tonic inward pacemaker
H Naraba et al.
FEBS letters, 435(1), 96-100 (1998-10-02)
In response to bradykinin, phosphorylated MAP kinases (ERK-1 and ERK-2) were abundantly increased in HEK 293 cells, which overexpress the rat B2 kinin receptor. In a similar way des-Arg9-bradykinin stimulation of B1 kinin receptor-overexpressing HEK 293 cells caused activation of
J F Larrivée et al.
Journal of immunology (Baltimore, Md. : 1950), 160(3), 1419-1426 (1998-05-07)
Several cytokines and LPS regulate the population of the B1 receptors (B1Rs) for kinins; these are responsive to des-Arg9-bradykinin (BK) and Lys-des-Arg9-BK. B1R activation contributes to inflammatory vascular changes and pain. Aortic rings isolated from normal rabbits and incubated in
D Regoli et al.
European journal of pharmacology, 348(1), 1-10 (1998-07-03)
Bradykinin and related kinins act on two receptor types, named B1 and B2. Initially identified in classical bioassays, these receptors have been cloned and characterized in binding assays performed on plasma membranes of cells expressing the native or the transfected
C M Yang et al.
Cellular signalling, 11(12), 853-862 (2000-02-05)
The pharmacological properties of bradykinin receptors were characterized in rat cultured vascular smooth muscle cells (VSMCs) using [3H]-bradykinin as a ligand. Analysis of binding isotherms gave an apparent equilibrium dissociation constant (K(D)) of 1.2 +/- 0.2 nM and a maximum

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