Light activated acyl-enzymes

Details Light activated acyl-enzymes Light activated acyl-enzymes

C - Chemistry, Metallurgy

12

N

C12N 9/50 (2006.01) C07C 205/43 (2006.01) C07C 205/56 (2006.01) C07C 229/44 (2006.01) C07C 257/18 (2006.01) C07C 279/18 (2006.01) C07C 323/62 (2006.01) C12N 9/00 (2006.01) C12N 9/74 (2006.01) C12N 13/00 (2006.01)

Patent

CA 2065008

Light activated acyl-enzymes of the formula: Image (III) are disclosed. In the compounds of Formula (III), ENZ is an enzyme, X is O or S, Y is -NR3R4, -OR5, or -SR5, and Z is a nucleophile. m is 0 to 3 and n is 1 or 2. Y is substituted on the ring at either or both of the 4 and 6 position. R1 and R2 are each independently H, C1 or C4 alkyl, C3 to C4 unconjugated alkenyl, or C3 to C4 unconjugated alkynyl. R3 and R4 are each independently H, C1 to C4 alkyl, C3 to C4 unconjugated alkenyl, or C3 to C4 unconjugated alkynyl, except that R3 and R4 are not simultaneously both H. R5 is C1 to C4 alkyl, C3 to C4 unconjugated alkenyl, or C3 to C4 unconjugated alkynyl. Methods of using the acyl-enzymes and intermediates for making the acyl-enzymes are disclosed. A preferred intermediate is 2-Propenoic acid, 3-(2-hydroxy-4- diethylaminophenyl)-2-methyl-,4-(aminoiminomethyl)phenyl ester,(E)-, monohydrochloride salt, which is preferably reacted with thrombin to form an acyl-thrombin.

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