D-Cysteine → 2-(6-Hydroxybenzo[d]thiazol-2-yl)-2,5-dihydrothiazole-4-carboxylic acid

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Reaction Steps

While 2-cyano-6-hydroxybenzothiazole or 2-cyano-6-aminobenzothiazole do not react with luciferase to generate light, both compounds readily cyclize with D-cysteine to form 2-(6-hydroxybenzo[d]thiazol-2-yl)-2,5-dihydrothiazole-4-carboxylic acid (D-luciferin) or 2-(6-aminobenzo[d]thiazol-2-yl)-2,5-dihydrothiazole-4-carboxylic acid (aminoluciferin), respectively, which do generate light when reacted with luciferase, e.g., at thermostable firefly luciferase. The assays can be performed at a pH of 4-9 with 1-100 μM derivative. Numerous non-luciferase enzymes may be detected and/or their activity measured in a bioluminescent assay using these derivatives.

Provenance & Evidence