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B1401

Sigma-Aldrich

Bradykinin Fragment 1-5

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C27H40N8O6
CAS Number:
23815-89-6
Molecular Weight:
572.66
MDL number:
MFCD00076260
UNSPSC Code:
12352200
PubChem Substance ID:
24891591
NACRES:
NA.32

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 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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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)
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
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
T A Morinelli et al.
The Journal of pharmacology and experimental therapeutics, 296(1), 71-76 (2000-12-21)
Extensive research has provided few therapeutic agents for the treatment of septicemia. Bradykinin, an endogenous vasodepressor hormone, is a key mediator in the hypotension seen with septicemia. The present investigation shows that a stable metabolic fragment of bradykinin, arginine-proline-proline-glycine-phenylalanine (RPPGF)
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