An N-type calcium channel blocker
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ω-Conotoxin GVIA (trifluoroacetate salt)

Item No. 24114

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-cysteinyl-L-lysyl-L-seryl-(4R)-4-hydroxy-L-prolylglycyl-L-seryl-L-seryl-L-cysteinyl-L-seryl-(4R)-4-hydroxy-L-prolyl-L-threonyl-L-seryl-L-tyrosyl-L-asparaginyl-L-cysteinyl-L-cysteinyl-L-arginyl-L-seryl-L-cysteinyl-L-asparaginyl-(4R)-4-hydroxy-L-prolyl-L-tyrosyl-L-threonyl-L-lysyl-L-arginyl-L-cysteinyl-L-tyrosinamide, cyclic (1→16),(8→19),(15→26)-tris(disulfide), trifluoroacetate salt
Synonyms
  • SNX-124
Molecular Formula
C120H182N38O43S6 • XCF3COOH
Formula Weight
3037.4
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
OC(C(F)(F)F)=O.NC([C@H](CC1=CC=C(O)C=C1)NC([C@H]2NC([C@H](CCCNC(N)=N)NC([C@H](CCCCN[H])NC([C@@]([C@H](O)C)([H])NC([C@H](CC3=CC=C(O)C=C3)NC([C@@H]4C[C@@H](O)CN4C([C@H](CC(N)=O)NC([C@H]5NC([C@H](CO)NC([C@H](CCCNC(N)=N)NC([C@H]6NC([C@H](CSSC2)NC([C@H](CC(N)=O)NC([C@H](CC7=CC=C(O)C=C7)NC([C@H](CO)NC([C@@]([C@H](O)C)([H])NC([C@@H]8C[C@@H](O)CN8C([C@H](CO)NC([C@H](CSSC5)NC([C@H](CO)NC([C@H](CO)NC(CNC([C@@H]9C[C@@H](O)CN9C([C@H](CO)NC([C@H](CCCCN[H])NC([C@H](CSSC6)N[H])=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C120H182N38O43S6.C2HF3O2/c1-53(165)91-114(197)138-66(10-4-6-26-122)95(178)136-68(12-8-28-132-120(129)130)98(181)149-81(107(190)139-69(93(126)176)29-55-13-19-58(167)20-14-55)49-204-207-52-84-110(193)153-80-48-203-202-47-64(123)94(177)135-65(9-3-5-25-121)97(180)147-78(45-163)117(200)156-38-61(170)32-85(156)111(194)133-37-90(175)134-74(41-159)102(185)145-76(43-161)105(188)152-83(109(192)148-79(46-164)118(201)158-40-63(172)34-87(158)113(196)155-92(54(2)166)115(198)146-77(44-162)103(186)140-70(30-56-15-21-59(168)22-16-56)99(182)141-72(35-88(124)173)100(183)150-84)51-206-205-50-82(151-104(187)75(42-160)144-96(179)67(137-106(80)189)11-7-27-131-119(127)128)108(191)143-73(36-89(125)174)116(199)157-39-62(171)33-86(157)112(195)142-71(101(184)154-91)31-57-17-23-60(169)24-18-57;3-2(4,5)1(6)7/h13-24,53-54,61-87,91-92,159-172H,3-12,25-52,121-123H2,1-2H3,(H2,124,173)(H2,125,174)(H2,126,176)(H,133,194)(H,134,175)(H,135,177)(H,136,178)(H,137,189)(H,138,197)(H,139,190)(H,140,186)(H,141,182)(H,142,195)(H,143,191)(H,144,179)(H,145,185)(H,146,198)(H,147,180)(H,148,192)(H,149,181)(H,150,183)(H,151,187)(H,152,188)(H,153,193)(H,154,184)(H,155,196)(H4,127,128,131)(H4,129,130,132);(H,6,7)/t53-,54-,61-,62-,63-,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83+,84+,85+,86+,87+,91+,92+;/m1./s1
InChi Key
WVSMZMJZKNNLGN-IFQAAHHLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    ω-Conotoxin GVIA is a peptide originally isolated from the marine mollusk C. geographus that acts as an N-type calcium channel blocker.1,2 It binds to human neocortical, rat hippocampal, and chick brain synaptic plasma membranes (IC50s = 4.6, 60, and 150 pM, respectively, in radioligand binding assays).3,4,5 ω-Conotoxin GVIA inhibits norepinephrine (Item No. 16673) and acetylcholine (Item No. 23829) release from human neocortical slices (IC50s = 14 and 3 nM, respectively) and calcium influx into chick synaptosomes by 92% when used at a concentration of 0.1 μM.3,4 It blocks electrically-evoked twitch responses of rat vas deferens and guinea pig ileum (IC50s = 9.8 and 55 nM, respectively) but does not affect the postjunctional contractile responses induced by norepinephrine on vas deferens or by carbamoylcholine (carbachol; Item No. 14486) on ileum.6 ω-Conotoxin GVIA does not affect potassium-induced contraction of rat aorta at concentrations up to 1 μM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kerr, L.M., and Yoshikami, D. A venom peptide with a novel presynaptic blocking action. Nature 308(5956), 282-284 (1984).

    2. McCleskey, E.W., Fox, A.P., Feldman, D.H., et al. ω-Conotoxin: Direct and persistent blockade of specific types of calcium channels in neurons but not muscle. Proc. Natl. Acad. Sci. USA 84(12), 4327-4331 (1987).

    3. Feuerstein, T.J., Dooley, D.J., and Seeger, W. Inhibition of norepinephrine and acetylcholine release from human neocortex by ω-conotoxin GVIA. J. Pharmacol. Exp. Ther. 252(2), 778-785 (1990).

    4. Lampe, R.A., Lo, M.M., Keith, R.A., et al. Effects of site-specific acetylation on ω-conotoxin GVIA binding and function. Biochemistry 32(13), 3255-3260 (1993).

    5. Sato, K., Park, N.G., Kohno, T., et al. Role of basic residues for the binding of ω-conotoxin GVIA to N-type calcium channels. Biochem. Biophys. Res. Commun. 194(3), 1292-1296 (1993).

    6. Keith, R.A., Mangano, T.J., Pacheco, M.A., et al. Characterization of the effects of ω-conotoxin GVIA on the responses of voltage-sensitive calcium channels. J. Auton. Pharmacol. 9(4), 243-252 (1989).