2. Immunology/Inflammation NF-κB Metabolic Enzyme/Protease Apoptosis
  3. Reactive Oxygen Species (ROS) Photosensitizer
  4. Methyl aminolevulinate

Methyl aminolevulinate is a sensitizer used in photodynamic therapy (PDT). Methyl aminolevulinate penetrates the skin and induces the production of photoactive porphyrins including protoporphyrin IX in cells; upon exposure to appropriate light, it generates ROS, which triggers cellular oxidation and cell death. Methyl aminolevulinate acts as a photo-damage reversing agent through epidermal reconstruction, cytokine-mediated activation of dermal fibroblasts, elastin breakdown, new collagen formation, and compression of dilated capillaries. Methyl aminolevulinate reduces the expression of the proliferation marker Ki-67 and the early skin carcinogenesis marker TP53. Methyl aminolevulinate delays the onset of ultraviolet-induced skin tumors and reduces tumor burden in hairless mice. Methyl aminolevulinate is applicable to research related to actinic keratosis and basal cell carcinoma.

At equivalent molar concentrations, both the salt and free forms of a compound exhibit comparable biological activity. Nevertheless, the salt form (Methyl aminolevulinate hydrochloride) usually boasts enhanced water solubility and stability.

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Methyl aminolevulinate

Methyl aminolevulinate Chemical Structure

CAS No. : 33320-16-0

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Methyl aminolevulinate Related Antibodies

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Description

Methyl aminolevulinate is a sensitizer used in photodynamic therapy (PDT). Methyl aminolevulinate penetrates the skin and induces the production of photoactive porphyrins including protoporphyrin IX in cells; upon exposure to appropriate light, it generates ROS, which triggers cellular oxidation and cell death. Methyl aminolevulinate acts as a photo-damage reversing agent through epidermal reconstruction, cytokine-mediated activation of dermal fibroblasts, elastin breakdown, new collagen formation, and compression of dilated capillaries. Methyl aminolevulinate reduces the expression of the proliferation marker Ki-67 and the early skin carcinogenesis marker TP53. Methyl aminolevulinate delays the onset of ultraviolet-induced skin tumors and reduces tumor burden in hairless mice. Methyl aminolevulinate is applicable to research related to actinic keratosis and basal cell carcinoma[1][2].

Cellular Effect
Cell Line Type Value Description References
HeLa IC50
763 μM
Compound: 5-ALA-OMe
Photosensitization activity against human HeLa cells assessed as reduction in cell viability incubated for 4 hrs followed by LED light array irradiation followed by further incubation for 24 hrs by MTT assay
Photosensitization activity against human HeLa cells assessed as reduction in cell viability incubated for 4 hrs followed by LED light array irradiation followed by further incubation for 24 hrs by MTT assay
[PMID: 31398615]
In Vitro

Methyl aminolevulinate (0.0001-1.4 mmol/L) induces concentration-dependent formation of photoactive porphyrins in cultures of mouse adenocarcinoma LM2 cells, with the highest yield of 48 ng/105 cells observed at the concentration of 1.4 mmol/L; additionally, 90% of porphyrins remain intracellular at all tested concentrations[1].
Methyl aminolevulinate (1.2-1.8 mmol/L, 3 h) shows no intrinsic cytotoxicity against mouse adenocarcinoma LM2 cells at the concentration of 1.8 mmol/L, but induces 98% cell death when cells are treated with 1.2 mmol/L for 3 h followed by irradiation with 3 J/cm2[1].

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

Methyl aminolevulinate Related Antibodies

Cell Cytotoxicity Assay[1]

Cell Line: murine adenocarcinoma LM2 cell
Concentration: 1.8 mmol/L (intrinsic cytotoxicity); 1.2 mmol/L (photodynamic cytotoxicity)
Incubation Time: 3 h (photodynamic cytotoxicity)
Result: Showed no cytotoxicity to LM2 cells at 1.8 mmol/L when used alone.
Induced 98% cell death when used at 1.2 mmol/L for 3 h followed by irradiation with 3 J/cm2 light.
In Vivo

Methyl aminolevulinate (8-20%; topical administration; once weekly; administered to UV-exposed mice for 26 weeks; administered to non-UV-exposed mice for up to 36 weeks) significantly delays the onset time of UV-induced skin tumors and reduces tumor burden in hairless mice, and selectively accumulates photoactive porphyrins in UV-induced skin tumors[1].

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

Animal Model: Hairless mice (UV radiation-induced tumor model)[1]
Dosage: 8-20%
Administration: topical; weekly; 26 weeks (UV-exposed mice); up to 36 weeks (non-UV-exposed mice)
Result: Delayed the appearance of UV-induced small tumors (AK or in situ SCC) by 2-3 weeks.
Delayed larger lesions (invasive SCC) by 5-7 weeks.
Caused an approximate 2- to 2.5-fold decrease in the number of UV-induced tumors per mouse after 26 weeks.
Significantly increased the tumor-free time on the methyl aminolevulinate-PDT side compared with the vehicle-PDT side in contralaterally treated mice.
Prevented tumor formation in non-UV-exposed mice treated for up to 36 weeks.
Induced higher levels of photoactive porphyrins (PAPs) in UV-induced tumors compared with normal skin of hairless mice.
Induced PAP formation only at the sites where it was applied.
Caused faster clearance of PAP than that formed by topical aminolevulinic acid.
Clinical Trial
Molecular Weight

145.16

Formula

C6H11NO3
CAS No.
SMILES

O=C(OC)CCC(CN)=O
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Storage

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Purity & Documentation
References
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Methyl aminolevulinate Related Classifications

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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Methyl aminolevulinate33320-16-0Reactive Oxygen Species (ROS)Photosensitizersensitizerphotodynamic therapyROSLM2 cellsHairless miceactinic keratosis and basal cell carcinomaInhibitorinhibitorinhibit

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