Site-Selective DNA Photocleavage Involving Unusual Photoinitiated Tautomerization of Chiral Tridentate Vanadyl(V) Complexes Derived from N-Salicylidene α-Amino Acids | Zendy

ChienTien Chen | Zendy; JinSheng Lin | Zendy; JenHuang Kuo | Zendy; ShiueShien Weng | Zendy; TingShen Cuo | Zendy; Yi-Wen Lin | Zendy; ChienChung Cheng | Zendy; YanChen Huang | Zendy; JenKan Yu | Zendy; PiTai Chou | Zendy

Open Access

Site-Selective DNA Photocleavage Involving Unusual Photoinitiated Tautomerization of Chiral Tridentate Vanadyl(V) Complexes Derived from N-Salicylidene α-Amino Acids

Author(s) -

ChienTien Chen,

JinSheng Lin,

JenHuang Kuo,

ShiueShien Weng,

TingShen Cuo,

Yi-Wen Lin,

ChienChung Cheng,

YanChen Huang,

JenKan Yu,

PiTai Chou

Publication year - 2004

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol048156h

Subject(s) - chemistry , tautomer , dna , stereochemistry , reagent , nucleobase , cleavage (geology) , photochemistry , organic chemistry , biochemistry , geotechnical engineering , fracture (geology) , engineering

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 muM. 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. [structure: see text]

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