33320-16-0
Chemical Structure
Methyl aminolevulinate
- CAS No.: 33320-16-0
- Formula:C6H11NO3
- Molecular Weight:145.16
IUPAC Name: methyl 5-amino-4-oxopentanoate
InChIKey: YUUAYBAIHCDHHD-UHFFFAOYSA-N
SMILES: O=C(OC)CCC(CN)=O
Biological Activity: 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].
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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. | |||||||||||||||||||||
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References
- [1]. Siddiqui MA, et al. Topical methyl aminolevulinate. Am J Clin Dermatol. 2004;5(2):127-37; discussion 138-40. [Content Brief]
- [2]. Szeimies RM, et al. Photoaging and Cosmetic Result with Artificial Daylight Photo-dynamic Therapy Using Methyl Aminolevulinate. Acta Derm Venereol. 2025;105:adv43245. Published 2025 Apr 22. [Content Brief]
