An endogenous neuropeptide and opioid receptor agonist
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β-Endorphin (human) (trifluoroacetate salt)

Item No. 24955

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosylglycylglycyl-L-phenylalanyl-L-methionyl-L-threonyl-L-seryl-L-a-glutamyl-L-lysyl-L-seryl-L-glutaminyl-L-threonyl-L-prolyl-L-leucyl-L-valyl-L-threonyl-L-leucyl-L-phenylalanyl-L-lysyl-L-asparaginyl-L-alanyl-L-isoleucyl-Lisoleucyl-L-lysyl-L-asparaginyl-L-alanyl-L-tyrosyl-L-lysyl-L-lysylglycyl-L-glutamic acid, trifluoroacetate salt
Synonyms
  • β-Lipotropin (61-91)
Molecular Formula
C158H251N39O46S • XCF3COOH
Formula Weight
3465.0
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(NCC(NCC(N[C@H](C(N[C@H](C(N[C@]([C@@H](C)O)([H])C(N[C@@H](CO)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCCN)C(N[C@@H](CO)C(N[C@@H](CCC(N)=O)C(N[C@]([C@@H](C)O)([H])C(N1CCC[C@H]1C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@]([C@@H](C)O)([H])C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CCCCN)C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(NCC(N[C@@H](CCC(O)=O)C(O)=O)=O)=O)=O)=O)CC2=CC=C(O)C=C2)=O)C)=O)=O)=O)=O)=O)C)=O)=O)=O)CC3=CC=CC=C3)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCSC)=O)CC4=CC=CC=C4)=O)=O)=O)CC5=CC=C(O)C=C5.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C158H251N39O46S.C2HF3O2/c1-17-84(9)126(153(237)182-102(44-29-34-65-163)137(221)186-112(74-118(166)206)142(226)171-86(11)131(215)183-110(73-94-48-52-96(204)53-49-94)146(230)177-99(41-26-31-62-160)135(219)175-98(40-25-30-61-159)134(218)170-78-122(210)173-106(158(242)243)56-59-124(213)214)193-154(238)127(85(10)18-2)192-132(216)87(12)172-143(227)113(75-119(167)207)185-136(220)100(42-27-32-63-161)178-147(231)111(72-92-38-23-20-24-39-92)184-144(228)107(68-81(3)4)188-155(239)129(89(14)201)195-152(236)125(83(7)8)191-148(232)108(69-82(5)6)187-151(235)116-45-35-66-197(116)157(241)130(90(15)202)196-140(224)103(54-57-117(165)205)179-149(233)114(79-198)189-138(222)101(43-28-33-64-162)176-139(223)104(55-58-123(211)212)180-150(234)115(80-199)190-156(240)128(88(13)200)194-141(225)105(60-67-244-16)181-145(229)109(71-91-36-21-19-22-37-91)174-121(209)77-168-120(208)76-169-133(217)97(164)70-93-46-50-95(203)51-47-93;3-2(4,5)1(6)7/h19-24,36-39,46-53,81-90,97-116,125-130,198-204H,17-18,25-35,40-45,54-80,159-164H2,1-16H3,(H2,165,205)(H2,166,206)(H2,167,207)(H,168,208)(H,169,217)(H,170,218)(H,171,226)(H,172,227)(H,173,210)(H,174,209)(H,175,219)(H,176,223)(H,177,230)(H,178,231)(H,179,233)(H,180,234)(H,181,229)(H,182,237)(H,183,215)(H,184,228)(H,185,220)(H,186,221)(H,187,235)(H,188,239)(H,189,222)(H,190,240)(H,191,232)(H,192,216)(H,193,238)(H,194,225)(H,195,236)(H,196,224)(H,211,212)(H,213,214)(H,242,243);(H,6,7)/t84-,85-,86-,87-,88+,89+,90+,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,125-,126-,127-,128-,129-,130-;/m0./s1
InChi Key
KYXFMWXCWMPFOD-UIZXTZIXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    β-Endorphin is an endogenous 31-amino acid neuropeptide and opioid receptor agonist that binds to μ-, δ-, and κ-opioid receptors (Kis = 3.73, 5.02, and 32.7 nM, respectively, in COS-1 cells expressing rat receptors).1 It binds to rat and mouse brain membrane preparations (IC50s = 0.33 and 0.67 nM, respectively) and induces chemotaxis of human monocytes in vitro when used at a concentration of 0.1 pM.2,3,4 Intracerebroventricular administration of β-endorphin increases the latency to tail withdrawal in response to thermal stimuli in mice with a median antinociceptive dose (AD50) value of 27 pmol per animal.2 It also increases preference for the drug-paired place in a conditioned place preference test when administered to rats intracerebroventricularly at a dose of 5 μg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mansour, A., Hoversten, M.T., Taylor, L.P., et al. The cloned μ, δ and κ receptors and their endogenous ligands: Evidence for two opioid peptide recognition cores. Brain Res. 700(1-2), 89-98 (1995).

    2. Hammonds, R.G., Jr., Nicolas, P., and Li, C.H. β-Endorphin-(1-27) is an antagonist of β-endorphin analgesia. Proc. Natl. Acad. Sci. USA 81(5), 1389-1390 (1984).

    3. Garzón, J., and Sánchez-Blázquez, P. αN-acetyl derivatives of β-endorphin-(1-31) and -(1-27) regulate the supraspinal antinociceptive activity of different opioids in mice. Life Sci. 48(14), 1417-1427 (1991).

    4. Sacerdote, P., and Panerai, A.E. Analysis of the beta-endorphin structure-related activity on human monocyte chemotaxis: Importance of the N- and C-terminal. Peptides 10(3), 565-569 (1989).

    5. Bals-Kubik, R., Herz, A., and Shippenberg, T.S. β-endorphin-(1-27) is a naturally occurring antagonist of the reinforcing effects of opioids. Naunyn Schmiedebergs Arch. Pharmacol. 338(4), 392-396 (1988).