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Site-selective DNA photocleavage involving unusual photoinitiated tautomerization of chiral tridentate vanadyl(V) complexes derived from N-salicylidene α-amino acids
Journal article   Peer reviewed

Site-selective DNA photocleavage involving unusual photoinitiated tautomerization of chiral tridentate vanadyl(V) complexes derived from N-salicylidene α-amino acids

Chien-Tien Chen, Jin-Sheng Lin, Jen-Huang Kuo, Shiue-Shien Weng, Ting-Shen Cuo, Yi-Wen Lin, Chien-Chung Cheng, Yan-Chen Huang, Jen-Kan Yu and Pi-Tai Chou
Organic Letters, Vol.6(24), pp.4471-4474
25/11/2004

Abstract

(Chemical equation presented) The titled vanadyl(V) complexes serve as efficient reagents for cleaving supercoiled plasmid DNA by photoinitiation. Complex 3d, derived from 2-hydroxy-1-naphthaldehyde and L-phenylalanine, exhibits a unique wedge feature, inducing a site-selective photocleavage at the C22-T23 of the bulge backbone for a HIV-27 DNA system at 0.1-5 μM. Transient absorption experiments for 3d indicate the involvement of LMCT with concomitant tautomerization, leading to an o-quinone-methide V-bound hydroxyl species responsible for the cleavage profiles.

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