A peptide derivative of tertiapin
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Tertiapin Q (trifluoroacetate salt)

Item No. 36907

Technical Information
Formal Name
L-alanyl-L-leucyl-L-cysteinyl-L-asparaginyl-L-cysteinyl-L-asparaginyl-L-arginyl-L-isoleucyl-L-isoleucyl-L-isoleucyl-L-prolyl-L-histidyl-L-glutaminyl-L-cysteinyl-L-tryptophyl-L-lysyl-L-lysyl-L-cysteinylglycyl-L-lysyl-L-lysinamide, cyclic (3→14),(5→18)-bis(disulfide), trifluoroacetate salt
Synonyms
  • TPN(M13Q)
  • TPNQ
Molecular Formula
C106H175N35O24S4 • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Water: soluble
SMILES
O=C([C@H]1NC([C@@H](NC([C@@H](NC([C@@]2([H])N(CCC2)C([C@](NC([C@](NC([C@](NC([C@@H](NC([C@@H](NC([C@H](CSSC[C@H](NC([C@@H](NC([C@@H](NC3=O)CCCCN)=O)CCCCN)=O)C(NCC(N[C@@H](CCCCN)C(N[C@H](C(N)=O)CCCCN)=O)=O)=O)NC([C@@H](NC([C@H](CSSC1)NC([C@H](CC(C)C)NC([C@@H](N)C)=O)=O)=O)CC(N)=O)=O)=O)CC(N)=O)=O)CCCNC(N)=N)=O)([H])[C@@H](C)CC)=O)([H])[C@@H](C)CC)=O)([H])[C@@H](C)CC)=O)=O)CC4=CN=CN4)=O)CCC(N)=O)=O)N[C@H]3CC5=CNC6=CC=CC=C56.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C106H175N35O24S4.C2HF3O2/c1-10-55(6)83-103(163)139-84(56(7)11-2)104(164)140-85(57(8)12-3)105(165)141-40-24-32-78(141)102(162)133-71(43-60-47-118-53-122-60)96(156)128-68(33-34-79(112)142)92(152)135-75-50-168-169-51-76(136-94(154)69(41-54(4)5)129-87(147)58(9)111)100(160)132-73(45-81(114)144)98(158)137-77(101(161)131-72(44-80(113)143)97(157)127-67(93(153)138-83)31-23-39-119-106(116)117)52-167-166-49-74(88(148)121-48-82(145)123-64(28-16-20-36-108)89(149)124-63(86(115)146)27-15-19-35-107)134-91(151)66(30-18-22-38-110)125-90(150)65(29-17-21-37-109)126-95(155)70(130-99(75)159)42-59-46-120-62-26-14-13-25-61(59)62;3-2(4,5)1(6)7/h13-14,25-26,46-47,53-58,63-78,83-85,120H,10-12,15-24,27-45,48-52,107-111H2,1-9H3,(H2,112,142)(H2,113,143)(H2,114,144)(H2,115,146)(H,118,122)(H,121,148)(H,123,145)(H,124,149)(H,125,150)(H,126,155)(H,127,157)(H,128,156)(H,129,147)(H,130,159)(H,131,161)(H,132,160)(H,133,162)(H,134,151)(H,135,152)(H,136,154)(H,137,158)(H,138,153)(H,139,163)(H,140,164)(H4,116,117,119);(H,6,7)/t55-,56-,57-,58-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,83-,84-,85-;/m0./s1
InChi Key
AZHHYZAMUZWFSW-YPISCXGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tertiapin Q is a peptide derivative of the honeybee venom peptide and inhibitor of inwardly rectifying potassium (Kir) channels, tertiapin.1 It inhibits heteromultimeric potassium channels composed of G protein-activated inward rectifier potassium channel 1 (GIRK1) and GIRK4, also known as Kir3.1 and Kir3.4, respectively, as well as the inward-rectifier potassium channel 1 (Kir1.1; Kis = 13.3 and 1.3 nM, respectively).2 Tertiapin Q inhibits voltage-stimulated hyperpolarization and increases action potential duration in mouse dorsal root ganglion neurons in a concentration-dependent manner.3 It inhibits BK-type potassium channels in Xenopus oocytes expressing the human BK channel α subunit (IC50 = 5.8 nM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jin, W., Klem, A.M., Lewis, J.H., et alMechanisms of inward-rectifier K+ channel inhibition by tertiapin-Q. Biochemistry 38(43), 14294-14301 (1999).

    2. Jin, W., and Lu, Z. Synthesis of a stable form of tertiapin: A high-affinity inhibitor for inward-rectifier K+ channels. Biochemistry 38(43), 14286-14293 (1999).

    3. Kanjhan, R., Coulson, E.J., Adams, D.J., et alTertiapin-Q blocks recombinant and native large conductance K+ channels in a use-dependent manner. J. Pharmacol. Exp. Ther. 314(3), 1353-1361 (2005).