Synthesis, photochromic properties, and light-controlled metal complexation of a naphthopyran derivative.
A light-controlled reversible binding switch based on photochromic 3H-naphtho[2,1-b]pyran is under development for studying cellular oscillatory calcium signals. The binding affinities of the closed and open forms of substituted naphthopyran 1 for Ca(2+), Mg(2+), and Sr(2+) in buffer were determined. The photochemically ring-opened form of the receptor exhibited increased affinity compared to the thermally stable closed form of the receptor. The binding affinity difference for Ca(2+) was approximately 77-fold at pH 7.6.
Kumar
Satish
S
CSULA Department of Chemistry and Biochemistry, 5151 State University Drive, Los Angeles, California 90032, USA.
Hernandez
David
D
Hoa
Brenda
B
Lee
Yuna
Y
Yang
Julie S
JS
McCurdy
Alison
A
D002021:Buffers; D002118:Calcium / Q000737:chemistry*; D002614:Chelating Agents / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008274:Magnesium / Q000737:chemistry*; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry*; D010777:Photochemistry; D011714:Pyrans / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013324:Strontium / Q000737:chemistry*
D002021:Buffers; D002614:Chelating Agents; D009281:Naphthalenes; D011714:Pyrans; C476004:naphtho(2,1-b)pyran; D008274:Magnesium; D002118:Calcium; D013324:Strontium