Abstract
Imaging approaches that track biological molecules within cells are essential tools in modern biochemistry. Lipids are particularly challenging to visualize, as they are not directly genetically encoded. Phospholipids, the most abundant subgroup of lipids, are structurally diverse and accomplish many cellular functions, acting as major structural components of membranes and as signaling molecules that regulate cell growth, division, apoptosis, cytoskeletal dynamics, and numerous other physiological processes. Cells regulate the abundance, and therefore bioactivity, of phospholipids by modulating the activities of their biosynthetic enzymes. Thus, techniques that enable monitoring of flux through individual lipid biosynthetic pathways can provide key functional information. For example, the choline analogue propargylcholine (ProCho) can report on de novo biosynthesis of phosphatidylcholine by conversion to an alkynyl lipid that can be imaged following click chemistry tagging with an azido fluorophore. We report that ProCho is also a substrate of phospholipase D enzymes-which normally hydrolyze phosphatidylcholine to generate the lipid second messenger phosphatidic acid-in a transphosphatidylation reaction, generating the identic...Continue Reading
References
Apr 15, 1990·The Biochemical Journal·S P Halenda, A G Rehm
Apr 1, 1970·Journal of Insect Physiology·R G Bridges, J Ricketts
Oct 24, 2007·Methods in Enzymology·H Alex BrownJohn H Exton
Nov 18, 2008·Journal of Lipid Research·John E Burke, Edward A Dennis
Dec 10, 2008·Molecular Pharmacology·Wenjuan SuMichael A Frohman
Mar 10, 2009·Bioorganic & Medicinal Chemistry Letters·Jana A LewisCraig W Lindsley
Aug 27, 2009·Proceedings of the National Academy of Sciences of the United States of America·Cindy Y JaoAdrian Salic
Aug 26, 2010·Journal of Medicinal Chemistry·Robert R LavieriCraig W Lindsley
Sep 23, 2011·Chemical Reviews·Paige E SelvyH Alex Brown
Jun 22, 2013·Molecular & Cellular Proteomics : MCP·Corina E Antal, Alexandra C Newton
Aug 1, 2013·Physiological Reviews·Tamas Balla
Sep 23, 2014·Traffic·Jean E Vance
Sep 24, 2014·Pharmacological Reviews·Ronald C BruntzH Alex Brown
Jan 15, 2015·Chembiochem : a European Journal of Chemical Biology·Cindy Y JaoAdrian Salic
Jun 21, 2016·Nature Communications·Samira Husen AlamudiYoung-Tae Chang
Sep 17, 2016·Angewandte Chemie·Timothy W Bumpus, Jeremy M Baskin
Jul 8, 2017·FEBS Letters·Masanori Honsho, Yukio Fujiki
Nov 7, 2017·ACS Central Science·Timothy W Bumpus, Jeremy M Baskin
Citations
Jul 18, 2019·Proceedings of the National Academy of Sciences of the United States of America·Dongjun LiangJeremy M Baskin
Jan 31, 2020·The Journal of Cell Biology·Reika Tei, Jeremy M Baskin
Jul 22, 2020·Chemical Society Reviews·Judith FloresNeal K Devaraj
Sep 9, 2020·Chemistry and Physics of Lipids·Christelle F AncajasMichael D Best
Dec 27, 2019·Analytical Chemistry·Ying JiangDingbin Liu
Mar 13, 2019·ACS Chemical Biology·Florian MayerthalerAlbert A Antolin