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B150

Sigma-Aldrich

BQ-123

≥99%, sodium salt, lyophilized powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C31H41N6O7 Na
Número de CAS:
136553-81-6
Peso molecular:
632.68
MDL number:
MFCD00133204
UNSPSC Code:
12352204
PubChem Substance ID:
24891595
NACRES:
NA.32

Quality Level

200

assay

≥99%

form

lyophilized powder

storage temp.

−20°C

SMILES string

[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

InChI key

VYCMAAOURFJIHD-PJNXIOHISA-N

Gene Information

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.

Biochem/physiol Actions

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.

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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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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