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Key Documents

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B1401

Sigma-Aldrich

Bradykinin Fragment 1-5

≥97% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C27H40N8O6
Número de CAS:
23815-89-6
Peso molecular:
572.66
MDL number:
MFCD00076260
UNSPSC Code:
12352200
PubChem Substance ID:
24891591
NACRES:
NA.32

Quality Level

200

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)=O

InChI

1S/C27H40N8O6/c28-18(9-4-12-31-27(29)30)24(38)35-14-6-11-21(35)25(39)34-13-5-10-20(34)23(37)32-16-22(36)33-19(26(40)41)15-17-7-2-1-3-8-17/h1-3,7-8,18-21H,4-6,9-16,28H2,(H,32,37)(H,33,36)(H,40,41)(H4,29,30,31)

InChI key

USSUMSBPLJWFSZ-UHFFFAOYSA-N

Gene Information

human ... KNG1 (includes EG:3827)

Amino Acid Sequence

Arg-Pro-Pro-Gly-Phe

Biochem/physiol Actions

The bradykinin (BK) fragment (1-5) (RPPGF) is among the most stable of naturally occurring metabolites. It may be used as a marker for BK production in vivo. It is known that an intact Arg residue in the C-terminus is required for biological activities. BK 1-5 is the minimal peptide that inhibited α-thrombin-induced platelet aggregation and secretion and calcium mobilization. It also prevented α-thrombin from cleaving the thrombin receptor peptide, NATLDPRSFLLR, between arginine and serine. Such antithrombin activities of BK 1-5 may contribute to the cardioprotective nature of kinins.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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S A Doggrell
Expert opinion on investigational drugs, 10(8), 1567-1569 (2002-01-12)
When the defence response of the body to infectious bacteria fails, septic shock ensues with hypotension and death. RPPGF,(1-5)-bradykinin, was until recently considered to be an active metabolite of bradykinin. In an animal model of septicaemia (lipopolysaccharide administration to rats)
Mitsuhiro Hirata et al.
British journal of pharmacology, 135(1), 29-36 (2002-01-12)
1. The involvement of bradykinin (BK) B(2) receptor in acute pancreatitis induced by pancreaticobiliary duct ligation was investigated in rats. 2. The activities of amylase and lipase in the serum, the water content of the pancreas, and vacuolization of the
Mias Pretorius et al.
Clinical pharmacology and therapeutics, 76(4), 379-387 (2004-10-08)
This study tested the hypothesis that angiotensin-converting enzyme (ACE) inhibitors potentiate activation of the kallikrein-kinin system during cardiopulmonary bypass (CPB). The effects of CPB on concentrations of bradykinin and its metabolite bradykinin 1-5 (BK1-5) were determined in 31 patients taking
Beata Bujak-Giżycka et al.
Acta biochimica Polonica, 58(2), 199-202 (2011-05-31)
Alterations in the formation and metabolism of bradykinin (Bk) are hypothesized to play a role in the pathophysiology of hypertension, atherosclerosis and vascular complications of diabetes. However, despite its prominent role in cardiovascular regulation, studies on bradykinin have been limited
Holly A Sawyer et al.
Journal of the American Society for Mass Spectrometry, 16(6), 893-905 (2005-05-10)
Ion mobility-mass spectrometry (IM-MS) data is interpreted as evidence that gas-phase bradykinin fragment 1-5 (BK1-5, RPPGF) [M + H](+) ions exist as three distinct structural forms, and the relative abundances of the structural forms depend on the solvent used to
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