Drug/Small Molecule:
aminolevulinic acid

2D structure

Overview

Generic Names: ALA; Aminolevulinate; delta-Aminolevulinic acid
Trade Names: Aladerm; Kerastick; Levulan; Levulan Kerastick
PharmGKB Accession Id: PA10015

Description

A compound produced from succinyl-CoA and glycine as an intermediate in heme synthesis. It is used as a photochemotherapy for actinic keratosis. PubChem (source: Drug Bank)

Indication

Aminolevulinic acid plus blue light illumination using a blue light photodynamic therapy illuminator is indicated for the treatment of minimally to moderately thick actinic keratoses of the face or scalp. (source: Drug Bank)

ATC Therapeutic Category

  • L01XD:Sensitizers used in photodynamic/radiation therapy

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

According to the presumed mechanism of action, photosensitization following application of aminolevulinic acid (ALA) topical solution occurs through the metabolic conversion of ALA to protoporphyrin IX (PpIX), which accumulates in the skin to which aminolevulinic acid has been applied. When exposed to light of appropriate wavelength and energy, the accumulated PpIX produces a photodynamic reaction, a cytotoxic process dependent upon the simultaneous presence of light and oxygen. The absorption of light results in an excited state of the porphyrin molecule, and subsequent spin transfer from PpIX to molecular oxygen generates singlet oxygen, which can further react to form superoxide and hydroxyl radicals. Photosensitization of actinic (solar) keratosis lesions using aminolevulinic acid, plus illumination with the BLU-UTM Blue Light Photodynamic Therapy Illuminator (BLU-U), is the basis for aminolevulinic acid photodynamic therapy (PDT). (source: Drug Bank)

Pharmacology

The metabolism of aminolevulinic acid (ALA) is the first step in the biochemical pathway resulting in heme synthesis. Aminolevulinic acid is not a photosensitizer, but rather a metabolic precursor of protoporphyrin IX (PpIX), which is a photosensitizer. The synthesis of ALA is normally tightly controlled by feedback inhibition of the enzyme, ALA synthetase, presumably by intracellular heme levels. ALA, when provided to the cell, bypasses this control point and results in the accumulation of PpIX, which is converted into heme by ferrochelatase through the addition of iron to the PpIX nucleus. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Following topical administration, synthesis into protoporphyrin IX takes place in situ in the skin. (source: Drug Bank)

Absorption

Oral bioavailability is 50-60%. (source: Drug Bank)

Toxicity

Solution overdose have not been reported. (source: Drug Bank)

Isomeric SMILES Code:

CC(=O)CC(C(=O)O)N (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ALAD Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00855
ChEBI ID:
17549
KEGG Compound ID:
C00430
PubChem Compound ID:
137
PubChem Substance ID:
3719

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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