A neuropeptide
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β-Endorphin (1-26) (human) (trifluoroacetate salt)

Item No. 24956

Technical Information
Molecular Formula
C130H208N32O38S • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
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(O)=O)C)=O)=O)=O)=O)=O)C)=O)=O)=O)CC2=CC=CC=C2)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCSC)=O)CC3=CC=CC=C3)=O)=O)=O)CC4=CC=C(O)C=C4)C.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C132H210N32O39S.C2HF3O2/c1-18-69(9)104(127(197)150-83(39-28-31-52-135)112(182)153-93(61-99(138)174)118(188)142-72(12)132(202)203)160-128(198)105(70(10)19-2)159-109(179)71(11)141-117(187)92(60-98(137)173)152-111(181)81(37-26-29-50-133)146-121(191)91(58-78-35-24-21-25-36-78)151-119(189)87(55-66(3)4)155-129(199)107(74(14)168)162-126(196)103(68(7)8)158-122(192)88(56-67(5)6)154-125(195)96-40-32-53-164(96)131(201)108(75(15)169)163-115(185)84(45-47-97(136)172)147-123(193)94(64-165)156-113(183)82(38-27-30-51-134)145-114(184)85(46-48-102(177)178)148-124(194)95(65-166)157-130(200)106(73(13)167)161-116(186)86(49-54-204-17)149-120(190)90(57-77-33-22-20-23-34-77)144-101(176)63-139-100(175)62-140-110(180)89(143-76(16)170)59-79-41-43-80(171)44-42-79;3-2(4,5)1(6)7/h20-25,33-36,41-44,66-75,81-96,103-108,165-169,171H,18-19,26-32,37-40,45-65,133-135H2,1-17H3,(H2,136,172)(H2,137,173)(H2,138,174)(H,139,175)(H,140,180)(H,141,187)(H,142,188)(H,143,170)(H,144,176)(H,145,184)(H,146,191)(H,147,193)(H,148,194)(H,149,190)(H,150,197)(H,151,189)(H,152,181)(H,153,182)(H,154,195)(H,155,199)(H,156,183)(H,157,200)(H,158,192)(H,159,179)(H,160,198)(H,161,186)(H,162,196)(H,163,185)(H,177,178)(H,202,203);(H,6,7)/t69-,70-,71-,72-,73+,74+,75+,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,103-,104-,105-,106-,107-,108-;/m0./s1
InChi Key
RZFGPWRQPPINEG-ZSWSWTMZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    β-endorphin (1-26) is a neuropeptide found in rat hippocampus, brain stem, and pituitary.1 It is also present in the human hypothalamus, where it comprises approximately 13.1% of total β-endorphin.2 β-endorphin (1-26) is an opioid receptor agonist that inhibits potassium-induced norepinephrine (NE) release in rat cortical slices (IC50 = 2.5 nM).3 It reverses inhibition of potassium-induced NE release from rat cortical slices induced by the opioid antagonists naloxone (Item No. 15594), CTOP, norbinaltorphimine (nor-BNI), and naltrindole (Item No. 9000705; pA2s = 7.59-8.63). In vivo, β-endorphin (1-26) (10 μg, i.c.v.) induces transient bradycardia in anesthetized rats.4 Intracerebroventricular administration of β-endorphin (1-26) increases the latency to tail withdrawal in response to thermal stimulation in mice with a median antinociceptive dose (AD50) of 1.57 μg per animal.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smyth, D.G., and Zakarian, S. β-Endorphin in brain. Prog. Brain Res. 55, 123-132 (1982).

    2. Millington, W.R., and Smith, D.L. The posttranslational processing of β-endorphin in human hypothalamus. J. Neurochem. 57(3), 775-781 (1991).

    3. Kim, K.W., and Cox, B.M. Inhibition of norepinephrine release from rat cortex slices by opioids: Differences among agonists in sensitivities to antagonists suggest receptor heterogeneity. J. Pharmacol. Exp. Ther. 267(3), 1153-1160 (1993).

    4. van Giersbergen, P.L., de Lang, H., and de Jong, W. Effects of dynorphin A(1-13) and of fragments of β-endorphin on blood pressure and heart rate of anesthetized rats. Can. J. Physiol. Pharmacol. 69(3), 327-333 (1991).

    5. Li, C.H., Tseng, L.F., and Yamashiro, D. β-Endorphin: Complete primary structure is required for full analgesic activity. Biochem. Biophys. Res. Commun. 85(2), 795-800 (1978).