Cyclo-DOPA

(S)-5,6-Dihydroxydihydroindole-2-carboxylic acid, also known as colorless dopa pigment or cyclic dopa, is an organic compound with significant applications in the fields of biochemistry and drug analysis. Here is a detailed introduction about it.
?? Basic Information
Chemical Name: (S)-5,6-Dihydroxy-2-hydroxyindole-2-carboxylic Acid
Alternative names: Colorless Dopamine Pigment (Leucodopachrome), Cyclo-DOPA
CAS Number: 18766-67-1
Molecular formula: C₉H₉NO₄
Molecular weight: 195.17 g/mol
Structural formula: It consists of a dihydroindole core and three key substituents: there are two hydroxyl groups (-OH) at positions C-5 and C-6, one carboxyl group (-COOH) at position C-2, and a S-configured chiral center at position C-2.
Biological roles and chemical properties
Biochemical intermediates
This compound is an important intermediate in the biosynthetic pathways of melanin and betacyanin in organisms. Specifically, it can be formed by the spontaneous cyclization of L-DOPA after enzymatic oxidation reactions, and further participates in the subsequent pigment synthesis.
Chemical properties and stability
Due to the presence of two adjacent phenolic hydroxyl groups in its molecular structure, this compound may be sensitive to light and oxygen in the air and is prone to oxidation. Therefore, commercial suppliers usually recommend storing it in a dark place at room temperature or in a cool, dry place for long-term storage.
?? Main Applications
According to information from several chemical suppliers, its main applications are concentrated in the field of scientific research:
Analysis of reference standards: As a reference standard, it is used for the development, validation, and quality control (QC) of analytical methods for drugs such as levodopa.
Biochemical research: Used to study the biosynthetic pathways of natural substances such as melanin and betacyanin.
Reagent and impurity control: Used as special reagents in the fields of medicinal chemistry and neurochemistry, or as impurity standards for related drug research.
⚠️ Safety and Usage Instructions
This product is currently intended for use in research, analysis, or laboratories only. It is not suitable for humans or animals, and is strictly prohibited for use in food, cosmetics, or medicines. Please follow standard chemical laboratory safety procedures when using it.