1N1O

Crystal Structure of a B-form DNA Duplex Containing (L)-alpha-threofuranosyl (3'-2') Nucleosides: A Four-Carbon Sugar is Easily Accommodated into the Backbone of DNA

1N1O の概要

• エントリーDOI: 10.2210/pdb1n1o/pdb
• 分子名称: 5'-D(*CP*GP*CP*GP*AP*AP*(TFT)P*TP*CP*GP*CP*G)-3', MAGNESIUM ION (3 entities in total)
• 機能のキーワード: b-dna, hydrogen bonding, nucleic acid etiology, tetrose, four-carbon sugar, nucleic acid analogue, dna
• タンパク質・核酸の鎖数: 2
• 化学式量合計: 7323.04

構造登録者

Wilds, C.J.,Wawrzak, Z.,Krishnamurthy, R.,Eschenmoser, A.,Egli, M. (登録日: 2002-10-18, 公開日: 2002-11-15, 最終更新日: 2024-04-03)

主引用文献

Wilds, C.J.,Wawrzak, Z.,Krishnamurthy, R.,Eschenmoser, A.,Egli, M.
Crystal Structure of a B-Form DNA Duplex Containing (L)-alpha-Threofuranosyl (3'-->2') Nucleosides: A Four-Carbon Sugar Is Easily Accommodated into the Backbone of DNA
J.Am.Chem.Soc., 124:13716-13721, 2002

PubMed Abstract: (L)-alpha-Threofuranosyl-(3'-->2')-oligonucleotides (TNA) containing vicinally connected phosphodiester linkages undergo informational base pairing in an antiparallel strand orientation and are capable of cross-pairing with RNA and DNA. TNA is derived from a sugar containing only four carbon atoms and is one of the simplest potentially natural nucleic acid alternatives investigated thus far in the context of a chemical etiology of nucleic acid structure. Compared to DNA and RNA that contain six covalent bonds per repeating nucleotide unit, TNA contains only five. We have determined the atomic-resolution crystal structure of the B-form DNA duplex [d(CGCGAA)Td(TCGCG)](2) containing a single (L)-alpha-threofuranosyl thymine (T) per strand. In the modified duplex base stacking interactions are practically unchanged relative to the reference DNA structure. The orientations of the backbone at the TNA incorporation sites are slightly altered in order to accommodate fewer atoms and covalent bonds. The conformation of the threose is C4'-exo with the 2'- and 3'-substituents assuming quasi-diaxial orientation.

PubMed: 12431101
DOI: 10.1021/ja0207807

実験手法

X-RAY DIFFRACTION (1.2 Å)