An acetylated derivative of β-endorphin
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Acetyl β-Endorphin (human) (trifluoroacetate salt)

Item No. 24953

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • N-acetyl β-endorphin
Molecular Formula
C160H253N39O47S • XCF3COOH
Formula Weight
3507.0
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
O=C(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)C.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C160H253N39O47S.C2HF3O2/c1-18-85(9)128(155(240)184-103(45-30-35-66-165)139(224)188-114(75-120(167)209)144(229)172-87(11)133(218)185-112(74-96-49-53-98(207)54-50-96)148(233)179-100(42-27-32-63-162)137(222)177-99(41-26-31-62-161)135(220)171-79-124(213)175-107(160(245)246)57-60-126(216)217)195-156(241)129(86(10)19-2)194-134(219)88(12)173-145(230)115(76-121(168)210)187-138(223)101(43-28-33-64-163)180-149(234)113(72-94-39-24-21-25-40-94)186-146(231)108(69-82(3)4)190-157(242)131(90(14)203)197-154(239)127(84(7)8)193-150(235)109(70-83(5)6)189-153(238)118-46-36-67-199(118)159(244)132(91(15)204)198-142(227)104(55-58-119(166)208)181-151(236)116(80-200)191-140(225)102(44-29-34-65-164)178-141(226)105(56-59-125(214)215)182-152(237)117(81-201)192-158(243)130(89(13)202)196-143(228)106(61-68-247-17)183-147(232)111(71-93-37-22-20-23-38-93)176-123(212)78-169-122(211)77-170-136(221)110(174-92(16)205)73-95-47-51-97(206)52-48-95;3-2(4,5)1(6)7/h20-25,37-40,47-54,82-91,99-118,127-132,200-204,206-207H,18-19,26-36,41-46,55-81,161-165H2,1-17H3,(H2,166,208)(H2,167,209)(H2,168,210)(H,169,211)(H,170,221)(H,171,220)(H,172,229)(H,173,230)(H,174,205)(H,175,213)(H,176,212)(H,177,222)(H,178,226)(H,179,233)(H,180,234)(H,181,236)(H,182,237)(H,183,232)(H,184,240)(H,185,218)(H,186,231)(H,187,223)(H,188,224)(H,189,238)(H,190,242)(H,191,225)(H,192,243)(H,193,235)(H,194,219)(H,195,241)(H,196,228)(H,197,239)(H,198,227)(H,214,215)(H,216,217)(H,245,246);(H,6,7)/t85-,86-,87-,88-,89+,90+,91+,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,127-,128-,129-,130-,131-,132-;/m0./s1
InChi Key
NLYUNJPRPCZGQD-RUOQNNDLSA-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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    Product Description

    Acetyl β-endorphin is an acetylated derivative of β-endorphin that binds to opioid receptors in rat caudal dorsomedial medulla (Ki = 490 nM) and mouse brain membrane preparations (IC50 = 109 nM).1,2 It induces chemotaxis of human monocytes in vitro when used at a concentration of 0.1 nM.3 In vivo, it reduces antinociception in mice induced by β-endorphin (Item Nos. 24153 | 24955), morphine, [D-Ala2, N-Me-Phe4, Gly5-ol]-enkephalin (DAMGO; Item No. 21553), and [D-Ala2, D-Leu5]-enkephalin (DADLE) in a tail-flick test (ED50s = 2.08, 33.11, 0.03, and 0.07 mol per animal, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. D'Souza, M.M., and Carr, J.A. Characterization of [125I]β-endorphin binding sites in the rat caudal dorsomedial medulla. Peptides 19(5), 931-937 (1998).

    2. 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).

    3. 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).