N-Methylmesoporphyrin IX 

N-Methylmesoporphyrin IX (NMM), a widely used G-quadruplex DNA specific fluorescent binder, is an efficient probe for monitoring Aβ fibrillation. N-Methylmesoporphyrin IX is an in situ inhibitor and an ex situ monitor for Aβ amyloidogenesis both in vitro and in cells. N-Methylmesoporphyrin IX is sensitive to G-quadruplexes DNA but has no response to duplexes, triplexes and single-stranded forms DNA. N-Methylmesoporphyrin IX is nonfluorescent alone or in monomeric Aβ environments, but emits strong fluorescence through stacking with the Aβ assemblies^[1].

Guide (The following is our recommended protocol; this is a guideline and should be modified according to your specific needs).
1. Preparation of Aβ peptide fibrils.
2. N-Methylmesoporphyrin IX (NMM) (10 μM) is co-incubated with Aβ peptide (50 μM) for 7 days at 37°C.
3. Additional N-Methylmesoporphyrin IX is added before fluorescence measurements to maintain a constant N-Methylmesoporphyrin IX concentration (1 μM).
4. Observed using a fluorescence microscope or flow cytometry (Ex/Em = 399/610 nm).

N-Methylmesoporphyrin IX (NMM) is sensitive to G-quadruplexes DNA but has no response to duplexes, triplexes and single-stranded forms DNA. Upon binding to quadruplex DNA, for efficient π-π stacking, NMM can adjust its macrocycle geometry to match the terminal face of a G-quadruplex, leading to an enhancement in its fluorescence^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

580.72

C₃₅H₄₀N₄O₄

142234-85-3

Solid

Brown to black

O=C(O)CCC1=C2/C=C3C(CCC(O)=O)=C(C)C(/C=C(N/4C)/C(CC)=C(C)C4=C\C5=N/C(C(C)=C5CC)=C\C(N2)=C1C)=N/3.O=C(O)CCC6=C7/C=C8C(CCC(O)=O)=C(C)C(/C=C(N/9)/C(CC)=C(C)C9=C\C%10=N/C(C(C)=C%10CC)=C\C(N7C)=C6C)=N/8

Room temperature in continental US; may vary elsewhere.

-20°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Meng Li, et al. N-Methyl Mesoporphyrin IX as an Effective Probe for Monitoring Alzheimer's Disease β-Amyloid Aggregation in Living Cells. ACS Chem Neurosci. 2017 Jun 21;8(6):1299-1304.  [Content Brief]