Name: (-)-Cytisine
Brand: Alomone Labs
SKU: C-130

Cat #: C-130

Alternative Name Baphitoxine, Sophorine

Lyophilized Powder yes

Bioassay Tested

Source Synthetic

MW: 190.2

Purity: >95%

Effective concentration 40 nM - 1 μM.

Structure

Chemical name (1R,5S)-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one.

Molecular formula C₁₁H₁₄N₂O.

CAS No.: 485-35-8

Activity (-)-Cytisine is a potent and selective agonist of neuronal nAChR. It acts as a partial agonist at β2-containing nAChR^1,2.

References-Activity

Albuquerque, E.X. et al. (2009) Physiol. Rev. 89, 73.
Luetje, C.W. and Patrick, J. (1991) J. Neurosci. 11, 837.

Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.

Solubility Any aqueous buffer (up to 100mM stock). Centrifuge all product preparations before use (10000 x g 5 min).

Storage of solutions Up to one week at 4°C or six months at -20°C.

Our bioassay

Alomone Labs (-)-Cytisine activates α2/β4 nicotinic acetylcholine receptor channels heterologously expressed in Xenopus oocytes.
Current traces of α2/β4 nicotinic acetylcholine receptor channels activity at -60 mV holding potential. The bars above the trace represent periods where (-)-Cytisine (#C-130) or acetylcholine were applied at the indicated concentration.

References - Scientific background

Banko, P.C. et al. (2002) J. Chem. Ecol. 28, 1393.
Albuquerque, E.X. et al. (2009) Physiol. Rev. 89, 73.
Luetje, C.W. and Patrick, J. (1991) J. Neurosci. 11, 837.
Chavez-Noriega, L.E. et al. (1997) J. Pharmacol. Exp. Ther. 280, 346.
Papke, R.L. and Heinemann, S.F. (1994) Mol. Pharmacol. 45, 142.
Mineur, Y.S. et al. (2007) Neuropharmacology 52, 1256.
Reavill, C. et al. (1990) Neuropharmacology 29, 619.

Scientific background

(-)-Cytisine is an alkaloid, which occurs naturally in several types of plants as well as in animals feeding on them (see example in reference 1). (-)-Cytisine is a potent and selective agonist of neuronal nAChR². It acts as a partial agonist of β2-containing nAChR³.

EC₅₀s differ for different subunit-composed channels; for recombinant human channels expressed in Xenopus oocytes the following EC₅₀ values were reported: 25 µM, 39 µM, 67 µM, 72 µM, 2.6 µM 0.9 µM and 71 µM for α2/β2, α2/β4, α3/β2, α3/β4, α4/β2, α4/β4 and α7 respectively⁴.

However, in β2-containing channels, the response to acetylcholine (ACh) is largely reduced when applied in combination with (-)-Cytisine⁵. Therefore, when applied in vivo it exerts a compound effect of both activating certain nAchRs and inhibiting the effect of ACh on others. For example, (-)-Cytisine was found to have antidepressant-like effects in several animal models of antidepressant efficacy. This was probably achieved by inhibiting the effect of ACh on α2/β4 channel in the basolateral amygdala⁶.

In another study, the effects of (-)-Cytisine were compared to nicotine. Rats were trained to discriminate nicotine from saline and it was confirmed that (-)-Cytisine had a nicotine-like discriminative effect, but it was much less potent than nicotine itself⁷.

Target nAChR

Lyophilized Powder

Last update: 06/11/2022

(-)-Cytisine (#C-130) is a highly pure, synthetic, and biologically active compound.

Order Summary

(-)-Cytisine

Applications

Citations

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Scientific Background

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