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B150

Sigma-Aldrich

BQ-123

≥99%, sodium salt, lyophilized powder

Synonym(s):

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

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200 μG
$131.20
1 MG
$222.50

$131.20

List Price$160.00Save 18%

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200 μG
$131.20
1 MG
$222.50

About This Item

Empirical Formula (Hill Notation):
C31H41N6O7 Na
CAS Number:
136553-81-6
Molecular Weight:
632.68
MDL number:
MFCD00133204
UNSPSC Code:
12352204
PubChem Substance ID:
24891595
NACRES:
NA.32

$131.20

List Price$160.00Save 18%

In StockDetails

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.[1] It is also used as endothelin-A receptor antagonist to study its effects on TNFα-induced granulocyte–macrophage colony-stimulating factor (GM-CSF) expression.[2]

Biochem/physiol Actions

BQ-123 is an endothelin(Et) receptor antagonist and is exquisite for endothelin A (ETA) receptor.[3] It is a cyclic pentapeptide.[4]
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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000142404
0000253738
0000253737
089M4069V
089M4068V

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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
T D Warner et al.
British journal of pharmacology, 112(1), 207-213 (1994-05-01)
1. Endothelin-1 binds almost irreversibly to its receptors and causes prolonged vasoconstrictions. Here we have studied the reversal of established responses to ET-1 in vivo and in vitro by BQ-123, an ETA receptor-selective antagonist, and/or PD 145065, an ETA/ETB receptor
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)
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Questions

1–4 of 4 Questions  

  1. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. How should Product B150, BQ-123, be dissolved?

    1 answer

    1. This product is soluble in water (0.25mg/ml), yielding a clear colorless solution.

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  3. What is the solution stability for Product B150, BQ-123?

    1 answer

    1. We do not perform any solution stability studies on Product B150, BQ-123. The following reference indicates that the product is stable in solution for 24 hours but no temperature was mentioned.  Cardillo, C. et al., Hypertension, 33, 753-758 (1999).  The following abstract indicates that BQ-123 was used in an osmotic pump for a 2 week treatment.  Bonvollet, S. et al., A.J.P. - Heart, 266 (4), H1327-H1331 (1994).

      Helpful?

  4. Is Product B150 the free acid form of BQ-123, or is it a salt?

    1 answer

    1. Product No. B150 is BQ123 sodium salt.

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