1616953-95-7
Chemical Structure
HMRhoNox-M
Synonym(s): LysoRhoNox
- CAS No.: 1616953-95-7
- Formula:C24H24N2O3
- Molecular Weight:388.46
InChIKey: OTUKSDPZHBOXLN-UHFFFAOYSA-N
SMILES: CN(C)C1=CC=C(C2(C(C=CC([N+](C)([O-])C)=C3)=C3O4)OCC5=CC=CC=C52)C4=C1
Biological Activity: HMRhoNox-M (LysoRhoNox) is a selective fluorescent probe for detecting Fe2+ (ferrous iron ions), with excitation/emission wavelengths of Ex/Em = 550/575 nm. HMRhoNox-M exists in a non-fluorescent spirocyclic closed conformation under physiological pH conditions. Fe2+ triggers the deoxidation of its N-oxide group, shifting the equilibrium toward the fluorescent quinone-type (TMHMR) open conformation. HMRhoNox-M shows selectivity for Fe2+ over other metal ions, as well as biologically relevant reactive oxygen species, reactive sulfur species, reactive nitrogen species and reducing agents. HMRhoNox-M can penetrate cell membranes and localize to lysosomes, enabling the imaging of intracellular Fe2+ fluctuations, transferrin-mediated labile iron accumulation, and lysosomal Fe2+ changes associated with ferroptosis[1][2][3][4].
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HMRhoNox-M | HMRhoNox-M (LysoRhoNox) is a selective fluorescent probe for detecting Fe2+ (ferrous iron ions), with excitation/emission wavelengths of Ex/Em = 550/575 nm. HMRhoNox-M exists in a non-fluorescent spirocyclic closed conformation under physiological pH conditions. Fe2+ triggers the deoxidation of its N-oxide group, shifting the equilibrium toward the fluorescent quinone-type (TMHMR) open conformation. HMRhoNox-M shows selectivity for Fe2+ over other metal ions, as well as biologically relevant reactive oxygen species, reactive sulfur species, reactive nitrogen species and reducing agents. HMRhoNox-M can penetrate cell membranes and localize to lysosomes, enabling the imaging of intracellular Fe2+ fluctuations, transferrin-mediated labile iron accumulation, and lysosomal Fe2+ changes associated with ferroptosis. | |||||||||||||||||||||
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References
- [1]. Niwa M, et al. A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds for visualization of intracellular labile iron delivered by transferrin. Organic & biomolecular chemistry. 2014 Sep 14;12(34):6590-7. [Content Brief]
- [2]. Hirayama T, et al. A Golgi-targeting fluorescent probe for labile Fe(ii) to reveal an abnormal cellular iron distribution induced by dysfunction of VPS35. Chemical science. 2019 Feb 07;10(5):1514-1521.
- [3]. Xing Y, et al. Lysosomes finely control macrophage inflammatory function via regulating the release of lysosomal Fe2+ through TRPML1 channel. Nat Commun. 2025 Jan 24;16(1):985. [Content Brief]
- [4]. Hirayama T, et al. Organelle-specific analysis of labile Fe(ii) during ferroptosis by using a cocktail of various colour organelle-targeted fluorescent probes. Metallomics : integrated biometal science. 2019 Jan 23;11(1):111-117.
