3121511-17-6
Chemical Structure
LHA585
- CAS No.: 3121511-17-6
- Formula:C39H46N2O
- Molecular Weight:558.80
InChIKey: ZLTLCNBNXZZROL-BGABXYSRSA-N
SMILES: C/C(CC1=CC=CC=C1)=C\CC2(C3=CC=CC=C3)C4=C(OC5=C2C=CC(CN(CC)CC)=C5)C=C(N(CC)CC)C=C4
Biological Activity: LHA585 is a fluorescent probe targeting the lipid hydrogen abstraction process for the early detection of ferroptosis (Ferroptosis). Its detection mechanism relies on the reactivity of its own 4-phenyl-3-methylbut-2-enyl moiety with biologically relevant oxidative radicals, including peroxyl radicals (ROO·), alkoxyl radicals (RO·), hydroxyl radicals (HO·), and peroxynitrite anions (ONOO−); upon hydrogen abstraction from this structure, radical rearrangement and radical cleavage occur, releasing a xanthene radical which converts into a highly fluorescent rhodamine dye in biological environments, thereby achieving a fluorescence turn-on ratio of up to 360-fold. LHA585 is non-fluorescent in its native state, possesses excellent membrane permeability due to its non-polar property, and the rhodamine dye generated after oxidation diffuses into mitochondria. The excitation wavelength of LHA585 is 561 nm, and its emission wavelength ranges from 570 to 620 nm[1].
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LHA585 | LHA585 is a fluorescent probe targeting the lipid hydrogen abstraction process for the early detection of ferroptosis (Ferroptosis). Its detection mechanism relies on the reactivity of its own 4-phenyl-3-methylbut-2-enyl moiety with biologically relevant oxidative radicals, including peroxyl radicals (ROO·), alkoxyl radicals (RO·), hydroxyl radicals (HO·), and peroxynitrite anions (ONOO−); upon hydrogen abstraction from this structure, radical rearrangement and radical cleavage occur, releasing a xanthene radical which converts into a highly fluorescent rhodamine dye in biological environments, thereby achieving a fluorescence turn-on ratio of up to 360-fold. LHA585 is non-fluorescent in its native state, possesses excellent membrane permeability due to its non-polar property, and the rhodamine dye generated after oxidation diffuses into mitochondria. The excitation wavelength of LHA585 is 561 nm, and its emission wavelength ranges from 570 to 620 nm. | |||||||||||||||||||||
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