2230617-93-1
Chemical Structure
OptoDArG
- CAS No.: 2230617-93-1
- Formula:C43H52N4O5
- Molecular Weight:704.90
IUPAC Name: 3-hydroxypropane-1,2-diyl bis(4-(4-((E)-(4-butylphenyl)diazenyl)phenyl)butanoate)
InChIKey: ZBBHLPDZJFKXFD-NFAUJPPVSA-N
SMILES: OCC(OC(CCCC1=CC=C(/N=N/C2=CC=C(CCCC)C=C2)C=C1)=O)COC(CCCC3=CC=C(/N=N/C4=CC=C(CCCC)C=C4)C=C3)=O
Biological Activity: OptoDArG is a photoswitchable diacylglycerol analog that serves as an optical lipid clamp probe. OptoDArG undergoes rapid trans-cis photoisomerization under UV/blue light, with the trans form being inactive, and can be delivered directly to the cell membrane without genetic modification. Cis-OptoDArG regulates the activity of channels such as TRPC3, TRPC6, and TRPL by altering the properties of the cell membrane lipid bilayer, thereby triggering sodium channel-dependent action potentials, PKCα translocation, mechanically sensitive currents, and various other downstream electrophysiological and cellular effects. OptoDArG has activity in identifying lipid-gated pores by controlling TRPC3 channels, and can serve as a tool for studying the lipid-sensing mechanisms of TRPC channels[1][2][3][4][5][6].
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OptoDArG | OptoDArG is a photoswitchable diacylglycerol analog that serves as an optical lipid clamp probe. OptoDArG undergoes rapid trans-cis photoisomerization under UV/blue light, with the trans form being inactive, and can be delivered directly to the cell membrane without genetic modification. Cis-OptoDArG regulates the activity of channels such as TRPC3, TRPC6, and TRPL by altering the properties of the cell membrane lipid bilayer, thereby triggering sodium channel-dependent action potentials, PKCα translocation, mechanically sensitive currents, and various other downstream electrophysiological and cellular effects. OptoDArG has activity in identifying lipid-gated pores by controlling TRPC3 channels, and can serve as a tool for studying the lipid-sensing mechanisms of TRPC channels. | |||||||||||||||||||||
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References
- [1]. Bassetto Jr CA, et al. Photolipid excitation triggers depolarizing optocapacitive currents and action potentials. Nature communications. 2024 Feb 7;15(1):1139.
- [2]. Lichtenegger M, et al. An optically controlled probe identifies lipid-gating fenestrations within the TRPC3 channel. Nature chemical biology. 2018 Apr;14(4):396-404.
- [3]. Erkan-Candag H, et al. Diacylglycerols interact with the L2 lipidation site in TRPC3 to induce a sensitized channel state. EMBO reports. 2022 Jul 05;23(7):e54276.
- [4]. Maltan L, et al. Deciphering Molecular Mechanisms and Intervening in Physiological and Pathophysiological Processes of Ca Signaling Mechanisms Using Optogenetic Tools. Cells. 2021 Nov 28;10(12):3340.
- [5]. Rhodes-Mordov E, et al. Diacylglycerol activates the Drosophila light sensitive channel TRPL expressed in HEK cells. International Journal of Molecular Sciences. 2023 Mar 27;24(7):6289.
- [6]. Pfeffermann J, et al. Optical control of carrier-mediated ion transport by photoswitchable lipids. Nanoscale. 2026 Jan 15;18(2):779-789.
