A peptide precursor of endothelin-1
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Big Endothelin-1 (1-38) (human) (trifluoroacetate salt)

Item No. 24959

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-cysteinyl-L-seryl-L-cysteinyl-L-seryl-L-seryl-L-leucyl-L-methionyl-L-α-aspartyl-L-lysyl-L-α-glutamyl-L-cysteinyl-L-valyl-L-tyrosyl-L-phenylalanyl-L-cysteinyl-L-histidyl-L-leucyl-L-α-aspartyl-L-isoleucyl-L-isoleucyl-L-tryptophyl-L-valyl-L-asparaginyl-L-threonyl-L-prolyl-L-α-glutamyl-L-histidyl-L-valyl-L-valyl-L-prolyl-L-tyrosylglycyl-L-leucylglycyl-L-seryl-L-prolyl-L-arginyl-L-serine, cyclic (1→15),(3→11)-bis(disulfide), trifluoroacetate salt
Synonyms
  • BET-1 (1-38) (human)
Molecular Formula
C189H282N48O56S5• XCF3COOH
Formula Weight
4282.9
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
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)C1=O)=O)=O)CC(O)=O)=O)CCSC)=O)=O)=O)=O)CSSC[C@H](N1)C(N[C@@H](C(C)C)C(N[C@H](C(N[C@H](C2=O)CC3=CC=CC=C3)=O)CC4=CC=C(O)C=C4)=O)=O)=O)=O)CSSC[C@H](N2)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(N[C@@H](C(C)C)C(N[C@@H](CC(N)=O)C(N[C@]([C@@H](C)O)([H])C(N5CCC[C@H]5C(N[C@@H](CCC(O)=O)C(N[C@H](C(N[C@@H](C(C)C)C(N[C@@H](C(C)C)C(N6CCC[C@H]6C(N[C@H](C(NCC(N[C@@H](CC(C)C)C(NCC(N[C@@H](CO)C(N7CCC[C@H]7C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CO)C(O)=O)=O)=O)=O)=O)=O)=O)=O)CC8=CC=C(O)C=C8)=O)=O)=O)=O)CC9=CN=CN9)=O)=O)=O)=O)=O)=O)CC%10=CNC%11=C%10C=CC=C%11)=O)=O)=O)CC(O)=O)=O)=O)CC%12=CN=CN%12)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C189H282N48O56S5.C2HF3O2/c1-21-97(17)150(183(287)219-122(68-103-74-198-110-37-27-26-36-108(103)110)167(271)228-146(93(9)10)181(285)220-125(71-139(192)246)169(273)234-152(99(19)243)187(291)237-60-33-41-137(237)178(282)209-114(52-54-143(251)252)158(262)213-124(70-105-76-196-89-202-105)168(272)229-148(95(13)14)182(286)231-149(96(15)16)186(290)236-59-32-42-138(236)179(283)217-119(66-101-43-47-106(244)48-44-101)155(259)200-77-140(247)203-116(62-90(3)4)154(258)199-78-141(248)204-131(82-241)185(289)235-58-31-40-136(235)177(281)208-112(39-30-57-197-189(193)194)157(261)224-132(83-242)188(292)293)233-184(288)151(98(18)22-2)232-170(274)127(73-145(255)256)216-162(266)118(64-92(7)8)210-165(269)123(69-104-75-195-88-201-104)214-174(278)133-85-296-295-84-109(191)153(257)221-128(79-238)173(277)227-134-86-297-298-87-135(176(280)230-147(94(11)12)180(284)218-121(67-102-45-49-107(245)50-46-102)163(267)212-120(164(268)226-133)65-100-34-24-23-25-35-100)225-159(263)113(51-53-142(249)250)206-156(260)111(38-28-29-56-190)205-166(270)126(72-144(253)254)215-160(264)115(55-61-294-20)207-161(265)117(63-91(5)6)211-171(275)129(80-239)222-172(276)130(81-240)223-175(134)279;3-2(4,5)1(6)7/h23-27,34-37,43-50,74-76,88-99,109,111-138,146-152,198,238-245H,21-22,28-33,38-42,51-73,77-87,190-191H2,1-20H3,(H2,192,246)(H,195,201)(H,196,202)(H,199,258)(H,200,259)(H,203,247)(H,204,248)(H,205,270)(H,206,260)(H,207,265)(H,208,281)(H,209,282)(H,210,269)(H,211,275)(H,212,267)(H,213,262)(H,214,278)(H,215,264)(H,216,266)(H,217,283)(H,218,284)(H,219,287)(H,220,285)(H,221,257)(H,222,276)(H,223,279)(H,224,261)(H,225,263)(H,226,268)(H,227,277)(H,228,271)(H,229,272)(H,230,280)(H,231,286)(H,232,274)(H,233,288)(H,234,273)(H,249,250)(H,251,252)(H,253,254)(H,255,256)(H,292,293)(H4,193,194,197);(H,6,7)/t97-,98-,99+,109-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,146-,147-,148-,149-,150-,151-,152-;/m0./s1
InChi Key
SWOJMQXJRZZUEC-HHPKDNJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $436

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    Product Description

    Big endothelin-1 (BET-1) (1-38) is a peptide precursor of endothelin-1 (Item No. 24127) produced by vascular smooth muscle and endothelium.1 BET-1 is converted to endothelin-1 by endothelin-converting enzyme (ECE) and to endothelin-1 (1-31) by chymase.2 It is also converted to endothelin-1 (1-32) by matrix metalloproteinase-2 (MMP-2).1 BET-1 (50 pmol) induces vasoconstriction in isolated rat mesenteric arteries, an effect that is blocked by the MMP-2 antagonist TIMP-2. In vivo, BET-1 (0.1-10 nmol/kg, i.v.) dose-dependently increases blood pressure and bradycardia and leads to renal and hindquarter vasoconstriction in rats as well as abdominal constriction in mice (ED50 = 0.043 mg/kg), effects that are reversed or prevented by the ECE inhibitor phosphoramidon (Item No. 15113).3,4 It also induces mesenteric vasoconstriction in rats.3 Unlike endothelin-1, BET-1 (100 pmol/kg, i.v.) increases water and sodium excretion in rats independent of the endothelin A receptor.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fernandez-Patron, C., Radomski, M.W., and Davidge, S.T. Vascular matrix metalloproteinase-2 cleaves big endothelin-1 yielding a novel vasoconstrictor. Circ. Res. 85(10), 906-911 (1999).

    2. D'Orléans-Juste, P., Plante, M., Honoré, J.C., et al. Synthesis and degradation of endothelin-1. Can. J. Physiol. Pharmacol. 81(6), 503-510 (2003).

    3. Gardiner, S.M., Compton, A.M., Kemp, P.A., et al. The effects of phosphoramidon on the regional haemodynamic responses to human proendothelin [1-38] in conscious rats. Br. J. Pharmacol. 103(4), 2009-2015 (1991).

    4. Raffa, R.B., and Jacoby, H.I. Endothelin-1, -2 and -3 directly and big-endothelin-1 indirectly elicit an abdominal constriction response in mice. Life Sci. 48(17), PL85-PL90 (1991).

    5. Pollock, D.M., and Opgenorth, T.J. ETA receptor-mediated responses to endothelin-1 and big endothelin-1 in the rat kidney. Br. J. Pharmacol. 111(3), 729-732 (1994).