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Dokumente

B1542

Sigma-Aldrich

[Lys-des-Arg9]-Bradykinin

≥95% (HPLC)

Synonym(e):

des-Arg10-Kallidin

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About This Item

Empirische Formel (Hill-System):
C50H73N13O11
CAS-Nummer:
71800-36-7
Molekulargewicht:
1032.20
MDL-Nummer:
MFCD00079826
UNSPSC-Code:
12352209
PubChem Substanz-ID:
329773191
NACRES:
NA.32

Qualitätsniveau

200

Assay

≥95% (HPLC)

Form

powder

UniProt-Hinterlegungsnummer

P01042

Lagertemp.

−20°C

SMILES String

NCCCC[C@H](N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CO)C(=O)N4CCC[C@H]4C(=O)N[C@@H](Cc5ccccc5)C(O)=O

InChI

1S/C50H73N13O11/c51-22-8-7-17-33(52)42(66)58-34(18-9-23-55-50(53)54)46(70)63-26-12-21-40(63)48(72)62-25-10-19-38(62)44(68)56-29-41(65)57-35(27-31-13-3-1-4-14-31)43(67)60-37(30-64)47(71)61-24-11-20-39(61)45(69)59-36(49(73)74)28-32-15-5-2-6-16-32/h1-6,13-16,33-40,64H,7-12,17-30,51-52H2,(H,56,68)(H,57,65)(H,58,66)(H,59,69)(H,60,67)(H,73,74)(H4,53,54,55)/t33-,34-,35-,36-,37-,38-,39-,40-/m0/s1

InChIKey

AILVBOHFGXNHCC-TZPCGENMSA-N

Angaben zum Gen

human ... KNG1 (includes EG:3827)

Amino Acid Sequence

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

Anwendung

[Lys-des-Arg9]-Bradykinin has been used as a B1R agonist to investigate the role of B1R in diabetes-induced secondary hemorrhage.

Biochem./physiol. Wirkung

[Des-Arg10]-kallidin or [Lys-des-Arg9]-Bradykinin is a bradykinin B1 receptor agonist. It strongly upregulates the B1 receptor and is blocked by a specific protein kinase C inhibitor. The upregulation is correlated with the induction of transcription nuclear factor κB (NF-κB). Elevation of Lys-des[Arg9]–bradykinin because of airway inflammation in asthma patients is known to modify the immune responses. It affects the migration and production of interleukin-12 in monocyte-derived dendritic cells.

Sonstige Hinweise

Lyophilized from 0.1% TFA in H2O

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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J P Schanstra et al.
The Journal of clinical investigation, 101(10), 2080-2091 (1998-05-29)
The bradykinin B1-receptor is strongly upregulated under chronic inflammatory conditions. However, the mechanism and reason are not known. Because a better understanding of the mechanism of the upregulation will help in understanding its potential importance in inflammation, we have studied
Edson L Santos et al.
International immunopharmacology, 8(2), 282-288 (2008-01-10)
In the kallikrein-kinin and renin-angiotensin systems the main receptors, B1 and B2 (kinin receptors) and AT1 and AT2 (angiotensin receptors) respectively, are seven-transmembrane domain G-protein-coupled receptors. Considering that the B1 agonists Des-Arg9-BK (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe), Lys-desArg9-BK or Des-Arg10-KD (Lys-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe) and the AT1
Wanda Nowak et al.
Naunyn-Schmiedeberg's archives of pharmacology, 375(3), 221-229 (2007-03-21)
It has been known for many years that plasma and tissues contain a variety of enzymes capable of metabolizing kinins. The aim of the present study was to evaluate, by means of functional studies in a capacitance vessel such as
Harald Eisenbarth et al.
Pain, 110(1-2), 197-204 (2004-07-28)
Bradykinin B1 and B2 receptors contribute to nociceptor sensitization under inflammatory conditions. Here, we examined the vascular inflammatory responses and nociceptive effects resulting from activation of B1 and B2 receptors in healthy and UV-B irradiated skin in human volunteers. The
J A Santiago et al.
The American journal of physiology, 269(6 Pt 2), H2057-H2064 (1995-12-01)
Responses to kallidin, des-Arg9-bradykinin (DABK), and des-Arg10-kallidin (DAK) were investigated in the hindlimb vascular bed of the cat under constant-flow conditions. Injections of kallidin, DABK, and DAK into the hindlimb perfusion circuit produced dose-dependent vasodilator responses in the hindlimb vascular
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