Synthesis and properties of a maleimide fluorescent thiol reagent derived from a naphthopyranone

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Abstract
N‐(2‐Carbomethoxy‐9‐methoxy‐3‐oxo‐3H‐naphtho[2,1‐b]pyran‐10‐yl)maleimide 2 was designed and synthesized as a new maleimide fluorescent thiol reagent. The optical properties of 2 were investigated with and without the addition of glutathione, GSH. We have found 2 is twice as sensitive as DACM and is of comparable sensitivity to CPM for detection of thiols. The emission maximum for the GSH adduct of 2 is 513 nm which is at longer wavelength than the GSH adducts of both DACM and CPM.