| Identification | Back Directory | [Name]
4,7,10,13,16,19-Docosahexaen-21-ynoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)- | [CAS]
2692622-57-2 | [Synonyms]
4,7,10,13,16,19-Docosahexaen-21-ynoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)- | [Molecular Formula]
C22H28O2 | [MOL File]
2692622-57-2.mol | [Molecular Weight]
324.46 |
| Hazard Information | Back Directory | [Description]
Docosahexaenoic acid alkyne is an ω-alkyne derivative of docosahexaenoic acid . The ω-alkyne moiety allows Cu(I)-catalyzed cycloaddition chemistry with molecules containing an azide group.1,2 Alternatively, this modified lipid can be used to synthesize other alkyne-containing products, such as glycerophospholipids, for click chemistry.3 ω-Alkyne lipid derivatives, such as docosahexaenoic acid alkyne, can also be used to track fatty acid metabolism in cells via click chemistry linkage to fluorophores.4
| [References]
1. Gaebler, A., Penno, A., Kuerschner, L., et al. A highly sensitive protocol for microscopy of alkyne lipids and fluorescently tagged or immunostained proteins J. Lipid. Res. 57(10),1934-1947(2016).
2. Grammel, M., and Hang, H.C. Chemical reporters for biological discovery Nat. Chem. Biol. 9(8),475-484(2013).
3. Milne, S.B., Tallman, K.A., Serwa, R., et al. Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry Nat. Chem. Biol. 6(3),205-207(2010).
4. Thiele, C., Papan, C., Hoelper, D., et al. Tracing fatty acid metabolism by click chemistry ACS Chem Biol. 7(12),2004-2011(2012). |
|
|