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B150

Sigma-Aldrich

BQ-123

≥99%, sodium salt, lyophilized powder

Synonyme(s) :

BQ123, Cyclo(D-Trp-D-Asp-Pro-D-Val-Leu)

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About This Item

Formule empirique (notation de Hill):
C31H41N6O7 Na
Numéro CAS:
136553-81-6
Poids moléculaire :
632.68
Numéro MDL:
MFCD00133204
Code UNSPSC :
12352204
ID de substance PubChem :
24891595
Nomenclature NACRES :
NA.32

Niveau de qualité

200

Pureté

≥99%

Forme

lyophilized powder

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12CCCN1C(=O)[C@@H](CC(O)=O)NC(=O)[C@@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC2=O)C(C)C

InChI

1S/C31H42N6O7/c1-16(2)12-21-27(40)33-22(13-18-15-32-20-9-6-5-8-19(18)20)28(41)35-23(14-25(38)39)31(44)37-11-7-10-24(37)29(42)36-26(17(3)4)30(43)34-21/h5-6,8-9,15-17,21-24,26,32H,7,10-14H2,1-4H3,(H,33,40)(H,34,43)(H,35,41)(H,36,42)(H,38,39)/t21-,22+,23+,24-,26+/m0/s1

Clé InChI

VYCMAAOURFJIHD-PJNXIOHISA-N

Informations sur le gène

human ... EDNRA(1909) , EDNRB(1910)
rat ... Ednra(24326) , Ednrb(50672)

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Amino Acid Sequence

cyclo-Asp-Pro-Val-Leu-Trp

Application

BQ-123 has been used as a selective endothelin-A receptor antagonist to study its effects on tumor necrosis factor α (TNFα)-induced human airway smooth muscle cells (HASMCs) proliferation. It is also used as endothelin-A receptor antagonist to study its effects on TNFα-induced granulocyte–macrophage colony-stimulating factor (GM-CSF) expression.

Actions biochimiques/physiologiques

BQ-123 is an endothelin(Et) receptor antagonist and is exquisite for endothelin A (ETA) receptor. It is a cyclic pentapeptide.
Selective ETA endothelin receptor antagonist.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

F Cosentino et al.
Journal of cardiovascular pharmacology, 22 Suppl 8, S332-S335 (1993-01-01)
The present study was designed to determine whether an endothelinA (ETA)-receptor antagonist BQ-123 (cyclo[Dtrp, Dasp, pro-D-Val-Leu]) or an ET-converting enzyme inhibitor phosphoramidon may prevent development of cerebral vasospasm after subarachnoid hemorrhage (SAH). A "double hemorrhage" canine model of the disease
J Knobloch et al.
Thorax, 64(12), 1044-1052 (2009-10-24)
There is an urgent need to inhibit endothelin-1 (ET-1) induced chronic inflammatory processes in early stages of lung diseases in order to prevent untreatable irreversible stages often accompanied by lung fibrosis and pulmonary hypertension. Nothing is known about the airway
M Clozel et al.
Life sciences, 52(9), 825-834 (1993-01-01)
The aim of this study was to evaluate the role of endothelin and endothelin ETA receptor in the early cerebral vasoconstriction following subarachnoid hemorrhage (SAH) in the rat. SAH induced by injection of autologous blood in the cisterna magna reduced
Jürgen Knobloch et al.
Biochemical pharmacology, 116, 188-199 (2016-07-17)
Pathological proliferation of human airway smooth muscle cells (HASMCs) causes hyperplasia in chronic lung diseases. Signaling pathways that link airway inflammation to HASMC proliferation might provide therapeutic targets for the prevention of airway remodeling and chronic lung diseases. Endothelin-1 (ET-1)
Sarah Pisarcik et al.
American journal of physiology. Lung cellular and molecular physiology, 304(8), L549-L561 (2013-02-19)
Numerous cellular responses to hypoxia are mediated by the transcription factor hypoxia-inducible factor-1 (HIF-1). HIF-1 plays a central role in the pathogenesis of hypoxic pulmonary hypertension. Under certain conditions, HIF-1 may utilize feedforward mechanisms to amplify its activity. Since hypoxia
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