An ETB receptor agonist
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[Ala1,3,11,15]-Endothelin-1 (trifluoroacetate salt)

Item No. 39017

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-alanyl-L-seryl-L-alanyl-L-seryl-L-seryl-L-leucyl-L-methionyl-L-α-aspartyl-L-lysyl-L-α-glutamyl-L-alanyl-L-valyl-L-tyrosyl-L-phenylalanyl-L-alanyl-L-histidyl-L-leucyl-L-α-aspartyl-L-isoleucyl-L-isoleucyl-L-tryptophan, trifluoroacetate salt
Synonyms
  • 4-Ala-ET-1
  • [Ala1,3,11,15]-ET-1
Molecular Formula
C109H163N25O32S • XCF3COOH
Formula Weight
2367.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Peptide Sequence
ASASSLMDKEAVYFAHLDIIW-OH
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
[H]N[C@H](C(N[C@@H](CO)C(N[C@H](C(N[C@@H](CO)C(N[C@@H](CO)C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CCC(O)=O)C(N[C@H](C(N[C@@H](C(C)C)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@]([C@H](CC)C)([H])C(N[C@H](C(O)=O)CC1=CNC2=C1C=CC=C2)=O)=O)=O)CC(O)=O)=O)=O)CC3=CN=CN3)=O)C)=O)CC4=CC=CC=C4)=O)CC5=CC=C(O)C=C5)=O)=O)C)=O)=O)=O)CC(O)=O)=O)CCSC)=O)=O)=O)=O)C)=O)=O)C.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C109H163N25O32S.C2HF3O2/c1-16-56(9)87(107(163)128-79(109(165)166)43-64-47-113-68-28-22-21-27-67(64)68)134-108(164)88(57(10)17-2)133-102(158)78(46-85(143)144)126-98(154)73(40-54(5)6)122-100(156)76(44-65-48-112-52-114-65)121-90(146)59(12)116-96(152)74(41-62-25-19-18-20-26-62)124-99(155)75(42-63-30-32-66(138)33-31-63)127-106(162)86(55(7)8)132-92(148)61(14)115-93(149)70(34-35-83(139)140)119-94(150)69(29-23-24-37-110)118-101(157)77(45-84(141)142)125-95(151)71(36-38-167-15)120-97(153)72(39-53(3)4)123-104(160)82(51-137)131-105(161)81(50-136)130-91(147)60(13)117-103(159)80(49-135)129-89(145)58(11)111;3-2(4,5)1(6)7/h18-22,25-28,30-33,47-48,52-61,69-82,86-88,113,135-138H,16-17,23-24,29,34-46,49-51,110-111H2,1-15H3,(H,112,114)(H,115,149)(H,116,152)(H,117,159)(H,118,157)(H,119,150)(H,120,153)(H,121,146)(H,122,156)(H,123,160)(H,124,155)(H,125,151)(H,126,154)(H,127,162)(H,128,163)(H,129,145)(H,130,147)(H,131,161)(H,132,148)(H,133,158)(H,134,164)(H,139,140)(H,141,142)(H,143,144)(H,165,166);(H,6,7)/t56-,57-,58-,59-,60-,61-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,86-,87-,88-;/m0./s1
InChi Key
UUHAIRWHILIYER-RZCBFPPWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    [Ala1,3,11,15]-Endothelin-1 is an endothelin receptor type B (ETB) agonist and linear synthetic peptide derivative of endothelin-1 in which all four cysteine residues have been substituted with alanine.1 It selectively binds to ETB over ETA receptors (IC50s = 0.33 and 570 nM, respectively, for the porcine receptors). [Ala1,3,11,15]-Endothelin-1 (10 and 100 nM) increases wound closure percentage in a scratch assay using human umbilical vein endothelial cells (HUVECs).2 It increases body temperature in conscious rabbits when administered at doses of 0.15 or 0.3 nmol/kg.3 [Ala1,3,11,15]-Endothelin-1 (20 nmol/kg, i.v.) induces bronchoconstriction and increases mean arterial blood pressure in anesthetized guinea pigs.4 It has been used to determine the cross reactivity of monoclonal antibodies against endothelin in enzyme immunometric assays.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Saeki, T., Ihara, M., Fukuroda, T., et al. [Ala1,3,11,15]Endothelin-1 analogs with ETB agonistic activity. Biochem. Biophys. Res. Commun. 179(1), 286-292 (1991).

    2. Wren, A.D., Hiley, C.R., and Fan, T.P. Endothelin-3 mediated proliferation in wounded human umbilical vein endothelial cells. Biochem. Biophys. Res. Commun. 196(1), 369-375 (1993).

    3. Koshi, T., Edano, T., Arai, K., et al. Pyrogenic action of endothelin in conscious rabbit. Biochem. Biophys. Res. Commun. 186(3), 1322-1326 (2024).

    4. Noguchi, K., Noguchi, Y., Hirose, H., et al. Role of endothelin ETB receptors in bronchoconstrictor and vasoconstrictor responses in guinea-pigs. Eur. J. Pharmacol. 233(1), 47-51 (1993).

    5. Pradelles, P., Grassi, J., Créminon, C., et al. Immunometric assay of low molecular weight haptens containing primary amino groups. Anal. Chem. 66(1), 16-22 (1994).