A lead-filled G-quadruplex:: Insight into the G-quartet's selectivity for Pb2+ over K+

被引：160

作者：

Kotch, FW ^{[1
]}

Fettinger, JC ^{[1
]}

Davis, JT ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 21期

关键词：

D O I：

10.1021/ol0065120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

GRAPHICS The lipophilic nucleoside, G 1, extracts Pb2+ picrate from water into organic solvents to give structures based on the hydrogen-bonded G-quartet. Crystal structures indicate important differences between (G 1)(8)-Pb2+ and (G 1)(8)-K+. The divalent Pb2+ templates a smaller G(8) cage than does K+, as judged by the M-O6 bond length, O6-O6 diagonal distance, and inter-tetramer separation. The more compact Pb2+ octamer correlates with NMR data indicating that N2-N7 hydrogen bonds in (G 1)(8)-Pb2+ are kinetically more stable than in (G I)(8)-K+.

引用

页码：3277 / 3280

页数：4

共 50 条

[21] A remarkable alteration in the bonding pattern: An HF and DFT study of the interactions between the metal cations and the Hoogsteen hydrogen-bonded G-tetrad [J].

Gu, JD ;

Leszczynski, J .

JOURNAL OF PHYSICAL CHEMISTRY A, 2000, 104 (26) :6308-6313

[22] 4-STRANDED NUCLEIC-ACID STRUCTURES 25 YEARS LATER - FROM GUANOSINE GELS TO TELOMER DNA [J].

GUSCHLBAUER, W ;

CHANTOT, JF ;

THIELE, D .

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 1990, 8 (03) :491-511

[23] MOLECULAR RECOGNITION VIA BASE-PAIRING - PHOTOINDUCED ELECTRON-TRANSFER IN HYDROGEN-BONDED ZINC PORPHYRIN BENZOQUINONE CONJUGATES [J].

HARRIMAN, A ;

KUBO, Y ;

SESSLER, JL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :388-390

[24] ROLE OF DNA-REPAIR INHIBITION IN LEAD-INDUCED AND CADMIUM-INDUCED GENOTOXICITY - A REVIEW [J].

HARTWIG, A .

ENVIRONMENTAL HEALTH PERSPECTIVES, 1994, 102 :45-50

[25] Ammonium ion as an NMR probe for monovalent cation coordination sites of DNA quadruplexes [J].

Hud, NV ;

Schultze, P ;

Feigon, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (25) :6403-6404

[26] CRYSTAL-STRUCTURE OF 4-STRANDED OXYTRICHA TELOMERIC DNA [J].

KANG, C ;

ZHANG, XH ;

RATLIFF, R ;

MOYZIS, R ;

RICH, A .

NATURE, 1992, 356 (6365) :126-131

[27] THE HIGH-RESOLUTION CRYSTAL-STRUCTURE OF A PARALLEL-STRANDED GUANINE TETRAPLEX [J].

LAUGHLAN, G ;

MURCHIE, AIH ;

NORMAN, DG ;

MOORE, MH ;

MOODY, PCE ;

LILLEY, DMJ ;

LUISI, B .

SCIENCE, 1994, 265 (5171) :520-524

[28] Cation-templated self-assembly of a lipophilic deoxyguanosine:: Solution structure of a K+-dG8 octamer [J].

Marlow, AL ;

Mezzina, E ;

Spada, GP ;

Masiero, S ;

Davis, JT ;

Gottarelli, G .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (14) :5116-5123

[29] The crystal structure of a parallel-stranded guanine tetraplex at 0.95 angstrom resolution [J].

Phillips, K ;

Dauter, Z ;

Murchie, AIH ;

Lilley, DMJ ;

Luisi, B .

JOURNAL OF MOLECULAR BIOLOGY, 1997, 273 (01) :171-182

[30]

Reinhoudt DN, 1998, CHEM-EUR J, V4, P1349, DOI 10.1002/(SICI)1521-3765(19980807)4:8<1349::AID-CHEM1349>3.3.CO

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