Photoswitchable diacylglycerols enable optical control of protein kinase C.

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  • Additional Information
    • Source:
      Publisher: Nature Pub. Group Country of Publication: United States NLM ID: 101231976 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1552-4469 (Electronic) Linking ISSN: 15524450 NLM ISO Abbreviation: Nat Chem Biol Subsets: MEDLINE
    • Publication Information:
      Original Publication: New York, NY : Nature Pub. Group, [2005]-
    • Subject Terms:
      Ultraviolet Rays*; Diglycerides/*metabolism ; Diglycerides/*radiation effects ; Photochemical Processes/*radiation effects ; Protein Kinase C/*metabolism ; Protein Kinase C/*radiation effects; Animals ; Caenorhabditis elegans/enzymology ; Caenorhabditis elegans/metabolism ; Caenorhabditis elegans/radiation effects ; Diglycerides/chemistry ; Mice ; Optical Phenomena ; Protein Kinase C/chemistry ; Signal Transduction/radiation effects
    • Abstract:
      Increased levels of the second messenger lipid diacylglycerol (DAG) induce downstream signaling events including the translocation of C1-domain-containing proteins toward the plasma membrane. Here, we introduce three light-sensitive DAGs, termed PhoDAGs, which feature a photoswitchable acyl chain. The PhoDAGs are inactive in the dark and promote the translocation of proteins that feature C1 domains toward the plasma membrane upon a flash of UV-A light. This effect is quickly reversed after the termination of photostimulation or by irradiation with blue light, permitting the generation of oscillation patterns. Both protein kinase C and Munc13 can thus be put under optical control. PhoDAGs control vesicle release in excitable cells, such as mouse pancreatic islets and hippocampal neurons, and modulate synaptic transmission in Caenorhabditis elegans. As such, the PhoDAGs afford an unprecedented degree of spatiotemporal control and are broadly applicable tools to study DAG signaling.
    • References:
      Nature. 1999 Jan 21;397(6716):259-63. (PMID: 9930701)
      Biochem Biophys Res Commun. 1990 Nov 15;172(3):993-9. (PMID: 2244923)
      J Biol Chem. 2014 May 2;289(18):12435-45. (PMID: 24627477)
      Nat Commun. 2015 Dec 21;6:10056. (PMID: 26686736)
      Pharmacol Rev. 2005 Dec;57(4):411-25. (PMID: 16382099)
      Proc Natl Acad Sci U S A. 2002 Jun 25;99(13):9037-42. (PMID: 12070347)
      Pflugers Arch. 1990 Jan;415(4):504-6. (PMID: 1690385)
      Biochem J. 1996 Feb 15;314 ( Pt 1):347-54. (PMID: 8660306)
      Curr Opin Neurobiol. 2004 Jun;14(3):328-40. (PMID: 15194113)
      J Biol Chem. 2007 Mar 9;282(10):7442-9. (PMID: 17197450)
      J Biochem. 2002 Dec;132(6):831-9. (PMID: 12473183)
      Endocrinology. 2013 Nov;154(11):4089-98. (PMID: 24035999)
      J Biol Chem. 1985 Feb 10;260(3):1562-6. (PMID: 2981862)
      J Cell Biol. 1998 Feb 9;140(3):485-98. (PMID: 9456311)
      Proc Natl Acad Sci U S A. 1988 Oct;85(19):7197-201. (PMID: 3174627)
      Trends Pharmacol Sci. 2003 Nov;24(11):602-8. (PMID: 14607084)
      Angew Chem Int Ed Engl. 2014 Jun 23;53(26):6720-3. (PMID: 24841150)
      Angew Chem Int Ed Engl. 2013 Jun 10;52(24):6330-4. (PMID: 23720390)
      J Cell Biol. 2006 Aug 14;174(4):521-33. (PMID: 16893971)
      Nat Commun. 2015 May 22;6:7118. (PMID: 25997690)
      J Biol Chem. 1995 Dec 1;270(48):28495-8. (PMID: 7499357)
      Biol Pharm Bull. 2015;38(5):669-73. (PMID: 25947912)
      Trends Biochem Sci. 2011 Nov;36(11):593-603. (PMID: 21798744)
      J Biol Chem. 1994 Mar 25;269(12):8749-53. (PMID: 8132606)
      Nat Protoc. 2012 Jun 21;7(7):1351-65. (PMID: 22722370)
      J Biol Chem. 1997 Jan 31;272(5):2794-800. (PMID: 9006919)
      Diabetes. 2005 Jun;54(6):1789-97. (PMID: 15919801)
      Curr Pharm Biotechnol. 2011 Jan 1;12(1):35-41. (PMID: 20932261)
      J Am Chem Soc. 2003 Aug 13;125(32):9821-7. (PMID: 12904048)
      Diabetes. 2006 Dec;55 Suppl 2:S16-23. (PMID: 17130640)
      Biochim Biophys Acta. 2006 Jul;1761(7):633-54. (PMID: 16809062)
      Mol Cell Biol. 2014 Jul;34(13):2370-81. (PMID: 24732802)
      Chemistry. 2016 Mar 18;22(13):4364-8. (PMID: 26889884)
      Nat Methods. 2011 Jan;8(1):35-8. (PMID: 21191370)
      Neuron. 1998 Jul;21(1):123-36. (PMID: 9697857)
      Nat Protoc. 2006;1(4):1772-7. (PMID: 17487159)
      J Cell Sci. 2002 Dec 1;115(Pt 23):4399-411. (PMID: 12414987)
      J Neurosci. 1997 Aug 1;17(15):5843-57. (PMID: 9221782)
      Basic Clin Pharmacol Toxicol. 2015 Apr;116(4):281-90. (PMID: 25529872)
      J Biol Chem. 1991 Aug 25;266(24):15771-81. (PMID: 1874734)
      Genetics. 1980 Aug;95(4):905-28. (PMID: 7203008)
      Cell Metab. 2007 Sep;6(3):229-35. (PMID: 17767909)
      Science. 1986 Aug 22;233(4766):859-66. (PMID: 3755548)
      Science. 2011 Sep 30;333(6051):1888-91. (PMID: 21903779)
      Biochem Biophys Res Commun. 1996 Aug 14;225(2):469-73. (PMID: 8753785)
      Chem Rev. 2014 Dec 24;114(24):12108-31. (PMID: 25375355)
      Neuron. 2007 Apr 19;54(2):275-90. (PMID: 17442248)
      Genetics. 1974 May;77(1):71-94. (PMID: 4366476)
      J Cell Biochem. 1994;55 Suppl:54-65. (PMID: 7929618)
      IUBMB Life. 2003 Dec;55(12):653-60. (PMID: 14769001)
      FEBS Lett. 2012 Jul 16;586(15):2097-105. (PMID: 22584056)
      Am J Physiol. 1995 Feb;268(2 Pt 1):E282-7. (PMID: 7864105)
      Diabetologia. 1993 Nov;36(11):1139-45. (PMID: 8270128)
      J Biol Chem. 1989 May 25;264(15):8729-38. (PMID: 2542285)
      J Neurosci. 2008 Aug 13;28(33):8257-67. (PMID: 18701688)
      J Biol Chem. 1995 Oct 20;270(42):25273-80. (PMID: 7559667)
      Cell. 2002 Jan 11;108(1):121-33. (PMID: 11792326)
      FASEB J. 2013 Apr;27(4):1610-20. (PMID: 23299857)
      Annu Rev Neurosci. 1998;21:279-308. (PMID: 9530498)
      Annu Rev Physiol. 2013;75:155-79. (PMID: 22974438)
      Cell Mol Life Sci. 2015 Feb;72(3):453-467. (PMID: 25323131)
      Methods Mol Biol. 2010;633:171-84. (PMID: 20204627)
      J Cell Biol. 2003 Jun 9;161(5):899-909. (PMID: 12782683)
      J Physiol. 2010 Sep 15;588(Pt 18):3525-37. (PMID: 20643768)
      J Neurosci. 2007 Jan 31;27(5):1200-10. (PMID: 17267576)
    • Grant Information:
      WT098424AIA United Kingdom WT_ Wellcome Trust; MR/N00275X/1 United Kingdom MRC_ Medical Research Council; MR/L020149/1 United Kingdom MRC_ Medical Research Council; MR/J0003042/1 United Kingdom MRC_ Medical Research Council; 268795 International ERC_ European Research Council; BB/J015873/1 United Kingdom BB_ Biotechnology and Biological Sciences Research Council; United Kingdom WT_ Wellcome Trust; MR/L02036X/1 United Kingdom MRC_ Medical Research Council
    • Molecular Sequence:
      PubChem-Substance 315492946; 315492947; 315492948; 315492949; 315492950; 315492951; 315492952; 315492953; 315492954; 315492955; 315492956; 315492957
    • Accession Number:
      0 (1,2-diacylglycerol)
      0 (Diglycerides)
      EC 2.7.11.13 (Protein Kinase C)
    • Publication Date:
      Date Created: 20160726 Date Completed: 20170515 Latest Revision: 20240610
    • Publication Date:
      20240610
    • Accession Number:
      PMC6101201
    • Accession Number:
      10.1038/nchembio.2141
    • Accession Number:
      27454932