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B4397

Sigma-Aldrich

Bradykinin Fragment 1-8 acetate salt hydrate

≥97% (HPLC)

Synonym(s):

[des-Arg9]-Bradykinin acetate salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C44H61N11O10 · xC2H4O2 · yH2O
Molecular Weight:
904.02 (anhydrous free base basis)
MDL number:
MFCD00236892
UNSPSC Code:
12352200
PubChem Substance ID:
24891773

Assay

≥97% (HPLC)

form

powder

UniProt accession no.

P01042

storage temp.

−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)

InChI key

VCEHWDBVPZFHAG-UHFFFAOYSA-N

Gene Information

human ... KNG1 (includes EG:3827)

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Amino Acid Sequence

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

General description

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

Application

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 Actions

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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