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Nucleosides, Nucleotides & Nucleic Acids Volume 20, 2001 - Issue 4-7
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Original Articles

INHIBITION OF (CYTOSINE C5)-METHYLTRANSFERASE BY OLIGONUCLEOTIDES CONTAINING FLEXIBLE (CYCLOPENTANE) AND CONFORMATIONALLY CONSTRAINED (BICYCLO[3.1.0]HEXANE) ABASIC SITES

Victor E. Marquez
,
Peiyuan Wang
,
Marc C. Nicklaus
,
Martin Maier ISIS Pharmaceuticals, Inc., 2292 Faraday Ave., Carslbad, California, 92008, U.S.A.
,
Muthiah Manoharan ISIS Pharmaceuticals, Inc., 2292 Faraday Ave., Carslbad, California, 92008, U.S.A.
,
Judith K. Christman Department of Biochemistry and Molecular Biology and UNMC/Eppley Cancer Center, University of Nebraska Medical Center, 600 South 42nd St., Nebraska, 68198, U.S.A.
,
Nilesh K. Banavali Department of Pharmaceutical Sciences, School of Pharmacy, University of Maryland, Baltimore, Maryland, 21201, U.S.A.
&
Alexander D. Mackerell Jr. Department of Pharmaceutical Sciences, School of Pharmacy, University of Maryland, Baltimore, Maryland, 21201, U.S.A.
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Pages 451-459 | Published online: 07 Feb 2007

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Tamer Nasr, Yosuke Taniguchi, Tomoko Takaki, Hidenori Okamura & Shigeki Sasaki. (2012) Properties of Oligonucleotide with Phenyl-Substituted Carbocyclic Nucleoside Analogs for the Formation of Duplex and Triplex DNA. Nucleosides, Nucleotides & Nucleic Acids 31:12, pages 841-860.
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Articles from other publishers (15)

Carme Fàbrega, Anna Clua, Ramon Eritja & Anna Aviñó. (2023) Oligonucleotides Carrying Nucleoside Antimetabolites as Potential Prodrugs. Current Medicinal Chemistry 30:11, pages 1304-1319.
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Patricia Écija, Iciar Uriarte, Lorenzo Spada, Benjamin G. Davis, Walther Caminati, Francisco J. Basterretxea, Alberto Lesarri & Emilio J. Cocinero. (2016) Furanosic forms of sugars: conformational equilibrium of methyl β- d -ribofuranoside . Chemical Communications 52:37, pages 6241-6244.
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Michael E. Jung, Timothy A. Dwight, Frederic Vigant, Michael E. Østergaard, Eric E. Swayze & Punit P. Seth. (2014) Synthesis and Duplex‐Stabilizing Properties of Fluorinated N ‐Methanocarbathymidine Analogues Locked in the C3′‐ endo Conformation . Angewandte Chemie International Edition 53:37, pages 9893-9897.
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Michael E. Jung, Timothy A. Dwight, Frederic Vigant, Michael E. Østergaard, Eric E. Swayze & Punit P. Seth. (2014) Synthesis and Duplex-Stabilizing Properties of Fluorinated N -Methanocarbathymidine Analogues Locked in the C3′- endo Conformation . Angewandte Chemie 126:37, pages 10051-10055.
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Yung‐Son Hon, Ching‐Zong Luo, Bor‐Cherng Hong & Ju‐Hsiou Liao. (2012) Development of the Ireland–Claisen Rearrangement of Allyl‐2‐alkoxyacetate Bearing an Allylic Amine and the Transformation to 3‐Hydroxy‐4‐hydroxymethylpyrrolidine. Journal of the Chinese Chemical Society 59:3, pages 273-282.
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Satoshi Obika, Tetsuya Kodama, Kensaku Sugaya, Takeshi Baba & Takeshi Imanishi. (2009) Synthesis of a Novel trans-3’,4’-BNA Monomer Bearing a 4,8-Dioxa-5-azabicyclo[5.3.0]decane Skeleton. HETEROCYCLES 79:1, pages 873.
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Victor E. Marquez. 2008. Modified Nucleosides. Modified Nucleosides 305 341 .
. (2005) New Synthetic Approach to the Bicyclo[3.1.0]hexane Ring System from (+)-(1R,4R)-4-(Benzyloxymethyl)-4-(hydroxymethyl)cyclopent-2-enol. Bulletin of the Korean Chemical Society 26:10, pages 1503-1504.
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Satoshi Obika, Tomohisa Osaki, Mitsuaki Sekiguchi, Roongjang Somjing, Yasuki Harada & Takeshi Imanishi. (2004) Synthesis and conformation of a novel bridged nucleic acid having a trans-fused 3,5,8-trioxabicyclo[5.3.0]decane structure. Tetrahedron Letters 45:24, pages 4801-4804.
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Justin B. Houseknecht, Todd L. Lowary & Christopher M. Hadad. (2003) Gas- and Solution-Phase Energetics of the Methyl α- and β- d -Aldopentofuranosides . The Journal of Physical Chemistry A 107:30, pages 5763-5777.
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Marı́a J Comin, Juan B Rodriguez, Pam Russ & Victor E Marquez. (2003) Synthesis of conformationally locked carbocyclic nucleosides built on an oxabicyclo[3.1.0]hexane system. Tetrahedron 59:3, pages 295-301.
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Yuichi Yoshimura, Hyung R. Moon, Yongseok Choi & Victor E. Marquez. (2002) Enantioselective Synthesis of Bicyclo[3.1.0]hexane Carbocyclic Nucleosides via a Lipase-Catalyzed Asymmetric Acetylation. Characterization of an Unusual Acetal Byproduct. The Journal of Organic Chemistry 67:17, pages 5938-5945.
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Nilesh K Banavali & Alexander D MacKerellJrJr. (2002) Free Energy and Structural Pathways of Base Flipping in a DNA GCGC Containing Sequence. Journal of Molecular Biology 319:1, pages 141-160.
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Yongseok Choi, Clifford George, Peter Strazewski & Victor E. Marquez. (2002) Synthesis of a Conformationally Locked Version of Puromycin Amino Nucleoside. Organic Letters 4:4, pages 589-592.
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Victor E. Marquez, Peiyuan Wang, Marc C. Nicklaus, Martin Maier, Muthiah Manoharan, Judith K. Christman, Nilesh K. Banavali & Alexander D. Mackerell Jr.. (2010) ChemInform Abstract: Inhibition of (Cytosine C5)‐Methyltransferase by Oligonucleotides Containing Flexible (Cyclopentane) and Conformationally Constrained (Bicyclo[3.1.0]hexane) Abasic Sites. ChemInform 32:47.
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