An endogenous opioid receptor agonist
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Dynorphin A (trifluoroacetate salt)

Item No. 18169

Technical Information
Formal Name
dynorphin A, trifluoroacetate salt
Synonyms
  • Dynorphin A (1-17)
Molecular Formula
C99H155N31O23 • XCF3COOH
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
279 nm
SMILES
O=C(N[C@@H](CC(O)=O)C(N[C@@H](CC(N)=O)C(N[C@H](C(O)=O)CCC(N)=O)=O)=O)[C@@H](NC([C@H](CCCCN)NC([C@H](CC(C)C)NC([C@H](CCCCN)NC([C@H](CCC1)N1C([C@H](CCCNC(N)=N)NC([C@@]([C@@H](C)CC)([H])NC([C@H](CCCNC(N)=N)NC([C@H](CCCNC(N)=N)NC([C@H](CC(C)C)NC([C@@H](NC(CNC(CNC([C@@H](N)CC2=CC=C(O)C=C2)=O)=O)=O)CC3=CC=CC=C3)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC4=CNC5=CC=CC=C45.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C99H155N31O23.C2HF3O2/c1-7-55(6)81(129-86(142)66(28-18-40-112-98(107)108)118-83(139)65(27-17-39-111-97(105)106)120-88(144)70(44-54(4)5)125-89(145)71(46-56-21-9-8-10-22-56)117-79(135)52-115-78(134)51-116-82(138)61(102)45-57-31-33-59(131)34-32-57)94(150)122-67(29-19-41-113-99(109)110)95(151)130-42-20-30-75(130)93(149)121-64(26-14-16-38-101)85(141)124-69(43-53(2)3)87(143)119-63(25-13-15-37-100)84(140)126-72(47-58-50-114-62-24-12-11-23-60(58)62)90(146)128-74(49-80(136)137)92(148)127-73(48-77(104)133)91(147)123-68(96(152)153)35-36-76(103)132;3-2(4,5)1(6)7/h8-12,21-24,31-34,50,53-55,61,63-75,81,114,131H,7,13-20,25-30,35-49,51-52,100-102H2,1-6H3,(H2,103,132)(H2,104,133)(H,115,134)(H,116,138)(H,117,135)(H,118,139)(H,119,143)(H,120,144)(H,121,149)(H,122,150)(H,123,147)(H,124,141)(H,125,145)(H,126,140)(H,127,148)(H,128,146)(H,129,142)(H,136,137)(H,152,153)(H4,105,106,111)(H4,107,108,112)(H4,109,110,113);(H,6,7)/t55-,61-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,81-;/m0./s1
InChi Key
PEPHTYRSGTZPQI-XKTGBWIYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dynorphin A is a heptadecapeptide released from the cleavage of prodynorphin and found widely distributed in the central nervous system, where it is implicated in antinociceptive functions.1,2,3 It acts as an opioid receptor agonist with nanomolar binding affinity to the three major isotypes κ, µ, and δ (Kis = 0.5-1 nM) and has also been shown to activate human ORL1, a novel opioid receptor-like receptor (Ki = 386 nM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berman, Y., Juliano, L., and Devi, L.A. Specificity of the dynorphin-processing endoprotease: Comparison with prohormone convertases. J. Neurochem. 72(5), 2120-2196 (1999).

    2. Janecka, A., Fichna, J., and Janecki, T. Opioid receptors and their ligands. Curr. Top. Med. Chem. 4(1), 1-17 (2004).

    3. Dhawan, B.N., Cesselin, F., Raghubir, R., et alInternational Union of Pharmacology. XII. Classification of opioid receptors. Pharmacol. Rev. 48(4), 567-592 (1996).

    4. Zhang, S., Tong, Y., Tian, M., et alDynorphin A as a potential endogenous ligand for four members of the opioid receptor gene family. J. Pharmacol. Exp. Ther. 286(1), 136-141 (1998).