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Synthesis and properties of a maleimide fluorescent thiol reagent derived from a naphthopyranone
Author(s) -
Yang JunRui,
Langmuir Margaret E.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280503
Subject(s) - maleimide , chemistry , reagent , thiol , adduct , glutathione , fluorescence , cysteine , photochemistry , polymer chemistry , organic chemistry , enzyme , physics , quantum mechanics
N ‐(2‐Carbomethoxy‐9‐methoxy‐3‐oxo‐3 H ‐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.