An antagonist of the μ opioid receptor
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CTAP (trifluoroacetate salt)

Item No. 14959

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
D-phenylalanyl-L-cysteinyl-L-tyrosyl-D-tryptophyl-L-arginyl-L-threonyl-3-mercapto-L-valyl-cyclic (2→7)-disulfide-L-threoninamide, trifluoroacetate salt
Molecular Formula
C51H69N13O11S2 • XCF3COOH
Formula Weight
1104.3
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
O=C([C@@H](CC1=CNC2=C1C=CC=C2)NC([C@H](CC3=CC=C(C=C3)O)NC([C@@H](NC([C@@H](CC4=CC=CC=C4)N)=O)CSSC(C)([C@H](NC5=O)C(N[C@@H]([C@@H](C)O)C(N)=O)=O)C)=O)=O)N[C@@H](CCCNC(N)=N)C(N[C@H]5[C@@H](C)O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C51H69N13O11S2.C2HF3O2/c1-26(65)39(42(53)68)62-49(75)41-51(3,4)77-76-25-38(61-43(69)33(52)21-28-11-6-5-7-12-28)47(73)59-36(22-29-16-18-31(67)19-17-29)45(71)60-37(23-30-24-57-34-14-9-8-13-32(30)34)46(72)58-35(15-10-20-56-50(54)55)44(70)63-40(27(2)66)48(74)64-41;3-2(4,5)1(6)7/h5-9,11-14,16-19,24,26-27,33,35-41,57,65-67H,10,15,20-23,25,52H2,1-4H3,(H2,53,68)(H,58,72)(H,59,73)(H,60,71)(H,61,69)(H,62,75)(H,63,70)(H,64,74)(H4,54,55,56);(H,6,7)/t26-,27-,33-,35+,36+,37-,38+,39+,40+,41-;/m1./s1
InChi Key
OCNOBNFWFKDFMD-XQGGKHMTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $241

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    Product Description

    CTAP is a water soluble, cyclic octapeptide which acts as a receptor antagonist that is selective for the µ opioid receptor (IC50 = 3.5 nM) over the δ receptor (IC50 = 4,500 nM).1 It is a poor antagonist of the somatostatin receptor (IC50 = 14.3 μM).1 CTAP is at least 10-fold more potent than naltrexone as an antagonist of diverse compounds which have antinociceptive effects through the µ opioid receptor.2 It resists enzymatic metabolism in the blood and enters the brain and cerebrospinal fluid.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pelton, J.T., Kazmierski, W., Gluya, K., et al. Design and synthesis of conformationally constrained somatostatin analogues with high potency and specificity for μ opioid receptors. J. Med. Chem. 29(11), 2370-2375 (2013).

    2. Sterious, S.N., and Walker, E.A. Potency differences for D-Phe-Cys-Tyr-D-Trp-Arg-Thr-Pen-Thr-NH2 as an antagonist of peptide and alkaloid μ-agonists in an antinociception assay. J. Pharmacol. Exp. Ther. 304(1), 301-309 (2003).

    3. Abbruscato, T.J., Thomas, S.A., Hruby, V.J., et al. Blood-brain barrier permeability and bioavailability of a highly potent and μ-selective opioid receptor antagonist, CTAP: Comparison with morphine. J. Pharmacol. Exp. Ther. 280(1), 402-409 (1997).