E7764

Sigma-Aldrich

Endothelin 1

≥97% (HPLC), powder

Synonym(s):
ET-1
Empirical Formula (Hill Notation):
C109H159N25O32S5
CAS Number:
Molecular Weight:
2491.90
MDL number:
PubChem Substance ID:

Quality Level

biological source

human

assay

≥97% (HPLC)

form

powder

application(s)

ELISA: suitable

color

white

solubility

1% acetic acid: >1 mg/mL
H2O: >1 mg/mL

UniProt accession no.

storage temp.

−20°C

SMILES string

[H]N[C@H]1CSSC[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@@H](NC(=O)[C@@H]4CSSC[C@H](NC(=O)[C@H](CO)NC1=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N4)C(C)C)C(=O)N[C@@H](Cc5cnc[nH]5)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc6c[nH]c7ccccc67)C(O)=O

InChI

1S/C109H159N25O32S5/c1-12-56(9)87(107(163)125-76(109(165)166)39-60-43-113-65-24-18-17-23-63(60)65)134-108(164)88(57(10)13-2)133-99(155)75(42-85(143)144)123-94(150)70(36-54(5)6)118-97(153)73(40-61-44-112-52-114-61)121-103(159)80-49-169-168-48-64(111)89(145)126-77(45-135)102(158)131-81-50-170-171-51-82(105(161)132-86(55(7)8)106(162)124-72(38-59-26-28-62(138)29-27-59)95(151)120-71(96(152)130-80)37-58-21-15-14-16-22-58)129-91(147)67(30-31-83(139)140)116-90(146)66(25-19-20-33-110)115-98(154)74(41-84(141)142)122-92(148)68(32-34-167-11)117-93(149)69(35-53(3)4)119-100(156)78(46-136)127-101(157)79(47-137)128-104(81)160/h14-18,21-24,26-29,43-44,52-57,64,66-82,86-88,113,135-138H,12-13,19-20,25,30-42,45-51,110-111H2,1-11H3,(H,112,114)(H,115,154)(H,116,146)(H,117,149)(H,118,153)(H,119,156)(H,120,151)(H,121,159)(H,122,148)(H,123,150)(H,124,162)(H,125,163)(H,126,145)(H,127,157)(H,128,160)(H,129,147)(H,130,152)(H,131,158)(H,132,161)(H,133,155)(H,134,164)(H,139,140)(H,141,142)(H,143,144)(H,165,166)/t56-,57-,64-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,86-,87-,88-/m0/s1

InChI key

ZUBDGKVDJUIMQQ-ZTNLKOGPSA-N

Gene Information

human ... EDN1(1906)

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Amino Acid Sequence

Cys-Ser-Cys-Ser-Ser-Leu-Met-Asp-Lys-Glu-Cys-Val-Tyr-Phe-Cys-His-Leu-Asp-Ile-Ile-Trp [Disulfide Bridges: 1-15; 3-11]

General description

Endothelin-1 (ET-1) is synthesized and secreted by activated endothelial cells, and is a peptide with potent vasoconstrictor activity. It is a marker for activated or dysfunctional endothelial cells. This peptide is one of the three isopeptides belonging to the endothelin family. It is also released by cardiomyocytes.

Application

Endothelin-1 (ET-1) has been used to study the production and detection of H2O2 and production of NO in the presence of ET-1, for studying the effects of ET-1 on the eNOS/inducible NOS (iNOS)/caveolin-1 expression, NO production, isoform specific PKC translocation, and PKC activity in human saphenous vein endothelial cells (HSVECs).

Biochem/physiol Actions

Potent agonist for ETA and ETB endothelin receptors. Induces the production of hypoxia-inducible factor 1α, and, thus, the production of VEGF.
Endothelin-1 (ET-1) is a vasoconstrictor, which is increased in plasma and explants of patients with uterine leiomyomas. Thus, uterine fibroids are linked to increased ET-1 levels and hypertension, which is worsened by hypoxic condtions. ET-1 RNAi and Endostar are capable of preventing the progression and invasiveness of PC-3 (prostate cancer) cells. The plasma levels of this peptide are increased in patients with atrial septal defect (ASD), and these levels might help in diagnosis of closure defects. The plasma level of ET-1 is also higher in patients with end-stage renal disease (ESRD), and this is linked to gradual worsening of pulmonary function tests.

Other Notes

The biological source is human endothelin, which shares the same sequence
A synthetic peptide with the sequence of human and porcine Endothelin 1.
Lyophilized from 0.1% TFA in H2O

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Stephen Wedgwood et al.
American journal of physiology. Lung cellular and molecular physiology, 288(3), L480-L487 (2004-11-09)
Similar to infants born with persistent pulmonary hypertension of the newborn (PPHN), there is an increase in circulating endothelin-1 (ET-1) and decreased endothelial nitric oxide synthase (eNOS) gene expression in an ovine model of PPHN. These abnormalities lead to vasoconstriction...
Hao-Jie Zhang et al.
Asian Pacific journal of cancer prevention : APJCP, 15(23), 10079-10083 (2015-01-06)
Endothelin-1 and Endostar are both significant for the progression, proliferation, metastasis and invasion of cancer. In this paper, we studied the effect of ET-1 RNAi and Endostar in PC-3 prostatic cancer cells. The lentiviral vector was used in the establishment...
Javid Safa et al.
Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia, 25(4), 781-787 (2014-06-28)
End-stage renal disease (ESRD) is a complex illness that involves different organs including the lungs. We studied the pulmonary function tests, arterial blood gases (ABG) and plasma endothelin-1 (ET-1) levels to check whether there is any change in their levels...
Tiago Noguchi Machuca et al.
The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation, 34(6), 849-857 (2015-04-25)
Normothermic ex vivo lung perfusion (EVLP) is a preservation technique that allows reassessment of donor lungs before transplantation. We hypothesized that the endothelin-1 (ET-1) axis would be associated with donor lung performance during EVLP and recipient outcomes after transplantation. ET-1...
T Masaki et al.
European journal of pharmacology, 375(1-3), 133-138 (1999-08-12)
To elucidate the role of endothelin in the regulation of vascular function, the cellular and subcellular mechanisms for the synthesis of endothelin and the function of endothelin-receptors have been studied extensively. In this article, recent results regarding these problems are...

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