Aminomethyl coumarin

Fig. 6. Biotransformation of 7-methoxy-4-(aminomethyl) coumarin (MAMC, emission 396 nm) to 7-hydroxy-4-(aminomethyl) coumarin (HAMC, emission 470 nm) by cytochrome P450 enzyme CYP2D6...

Onderwater, R. C., Venhorst, J., Commandeur, J. N., and Vermeulen, N. P. (1999) Design, synthesis, and characterization of 7-methoxy-4-(aminomethyl)coumarin as a novel and selective cytochrome P450 2D6 substrate suitable for high-throughput screening. Chem. Res. Toxicol. 12, 555-559. 

Figure 5.13 shows the structures of extrinsic fluors that have been of value in studying biochemical systems. ANS, dansyl chloride, and fluorescein are used for protein studies, whereas ethidium, proflavine, and various acridines are useful for nucleic acid characterization. Ethidium bromide has the unique characteristic of enhanced fluorescence when bound to double-stranded DNA but not to single-stranded DNA. Aminomethyl coumarin (AMC) is of value as a fluorogenic leaving group in measuring peptidase activity. 

Fluorescence-labeled second antibody is applied for 30 min at room temperature by diluting in TBS-BSA as required. Fluorscein isothiocyanate-(FITC)-Texas Red- or aminomethyl coumarin (AMCA)-labeled variants can be used. 

Keizers PH, Lussenburg BM, de Graaf C, et al. Influence of phenylalanine 120 on cytochrome P450 2D6 catalytic selectivity and regiospecificity crucial role in 7-methoxy-4-(aminomethyl)-coumarin metabolism. Biochem Pharmacol 2004 68 2263-2271. 

M, metallo S, serine SH, thiol N, neutral AMC, aminomethyl coumarin. 

Venhorst, J., Onderwater, R.C., Meerman, J.H., Commandeur, J.N., Vermeulen, N.P. Influence of N-substitution of 7-methoxy-4-(aminomethyl)-coumarin on cytochrome P450 metabolism and selectivity, Drug Metab. Dispos. 2000,28,1524-32. 

Hydroxy-8-(aminomethyl)coumarin-A, A -diacetic acid, H-00097 2-Hydroxy-1 //-benz[i/c]isoquinoline-l,3(2//)-dione, in B-00051... 

Fura 2 Penta-K salt, in F-00039 Glycinecresol red, G-00017 7-Hydroxy-8-(aminomethyl)coumarin-A-acetic acid, H-00096... 

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