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About This Item
Empirical Formula (Hill Notation):
C27H40N8O6
CAS Number:
Molecular Weight:
572.66
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
Quality Level
Assay
≥97% (HPLC)
form
powder
UniProt accession no.
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)
Related Categories
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
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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)
Cho Yeow Koh et al.
Thrombosis and haemostasis, 102(3), 437-453 (2009-09-01)
To obtain blood meals, haematophagous animals are armed with potent pharmacological molecules to overcome several of their hosts' response systems. Among them, a large number of exogenous anticoagulants which target the haemostatic system have been identified and characterised. Studies on
Marvin T Nieman et al.
The Journal of pharmacology and experimental therapeutics, 311(2), 492-501 (2004-06-24)
Thrombin and protease-activated receptor 1 (PAR1) activation antagonists were prepared based upon the peptide RPPGF, the angiotensin-converting enzyme breakdown product of bradykinin. A library of 72 peptides consisting of d and/or synthetic amino acids was designed with various substitutions in
A A Hasan et al.
Thrombosis and haemostasis, 82(3), 1182-1187 (1999-09-24)
Thrombostatin (RPPGF), an angiotensin converting enzyme metabolite of bradykinin, is an inhibitor of alpha-thrombin's ability to activate platelets. We examined the in vivo pharmacokinetics and pharmacodynamics of thrombostatin in rabbits and its ability to inhibit coronary thrombosis induced by electrolytic
Mias Pretorius et al.
Arteriosclerosis, thrombosis, and vascular biology, 25(11), 2435-2440 (2005-09-17)
Angiotensin-converting enzyme inhibition (ACEI) increases vascular tissue plasminogen activator (t-PA) release through endogenous bradykinin (BK). We tested the hypothesis that gender influences the effect of ACEI on t-PA release. We measured the effect of intra-arterial enalaprilat (0.33 microg/min per 100
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