Japan Science and Technology Agency

Tokai National Higher Education and Research System

Yamasa Corporation

Wako Pure Chemical Industries, Inc.

National University Corporation Tokai National Higher Education and Research System

Yoshihito Ueno

Yukio Kitade

Yusuke Maeda

Ryohei Kajino

Provided is a nucleoside derivative represented by the following formula (1): or a salt thereof,

Nucleoside derivative and use thereof

A nucleoside that is more practical for RNA pharmaceuticals and other applications and use thereof is represented by formula (1) or (2) below, or a salt thereof: (In formula (1), Rrepresents a hydrogen atom, a hydroxyl group, a hydroxyl group in which a hydrogen atom is substituted by an alkyl group or alkenyl group, or a protected group, and in formula (2), X represents a halogen atom. In formula (1) and formula (2), Rand Rmay be the same or different, and each represents a hydrogen atom etc., Rrepresents NHR(in which Rrepresents a hydrogen atom etc., and B represent represents any of a purine-9-yl group, 2-oxo-pyrimidin-1-yl group, substituted purine-9-yl group or substituted 2-oxo-pyrimidin-1-yl group).

A nucleoside derivative represented below, or a salt thereof. (In (1), Rrepresents a hydrogen atom, a hydroxyl group or a protected group, and in (2), X represent a halogen atom. In (1) and (2), Rand Reach represent a hydrogen atom, a hydroxyl protecting, phosphate, or protected phosphate group, or &#x2014;P(&#x2550;O)RR(n is 0 or 1, Rand Reach representing a hydrogen atom, hydroxyl, protected hydroxyl, mercapto, protected mercapto, lower alkoxy, cyano lower alkoxy, amino or substituted amino group, when n is 1, Rand Rare not both hydrogen atoms), Rrepresents NHR(Rrepresents a hydrogen atom, alkyl, alkenyl or protecting group for an amino group), an azide, amidino or guanidino group, each having a linking group (when Ris hydrogen atom, the linking group is an alkylene group), and B represents any of a purine-9-yl, 2-oxo-pyrimidin-1-yl, substituted purine-9-yl or substituted 2-oxo-pyrimidin-1-yl group).

A nucleoside analog and a salt thereof represented by any of the general formulae (1) to (10) below: wherein R, R, and Rare the same or different groups, and each of the R, Rand Ris selected from a hydrogen atom, a protecting group for a functional group in nucleic acid synthesis, a phosphate group, a phosphate group protected by a protecting group in nucleic acid synthesis, and an activated phosphate group for solid phase synthesis; and Ar is one of an aromatic hydrocarbon group and a polyaromatic hydrocarbon group.

Nucleoside analog or salt thereof, oligonucleotide analog, gene expression inhibitor, and nucleic-acid probe for detecting gene

Provided is a nucleoside derivative which has a high affinity for RNA. Use is made of a nucleoside derivative represented by either formula (1) or formula (2). (In formulae (1) and (2), Z represents a carbon atom or a nitrogen atom; Rrepresents a hydrogen atom or a hydroxyl-protecting group; and Rrepresents a hydrogen atom or a phosphodiester group). 

RNA-selective hybridization reagent and use of the same

A labeling agent comprising a plurality of nucleotide derivative units represented by Formula (1) below: (where, Z represents a nitrogen atom or CH, Y represents an uncondensed aromatic hydrocarbon group or condensed polycyclic hydrocarbon group, Xrepresents O, S or Se, and Xrepresents SH (or S), Se, a Calkyl or a morpholino group).

Oligonucleotide derivative, labeling agent and use for labeling agent

The invention provides a 5'-amino-2&#x2032;-fluoro-2&#x2032;,5&#x2032;-dideoxynucleoside compound represented by the formula [1]: wherein Rrepresents a nucleic acid base which may have a protecting group; Rrepresents a hydrogen atom or an amino protecting group; and Rrepresents a hydrogen atom or a hydroxyl protecting group. The invention also provides a dideoxynucleoside-insoluble carrier bound substance and an oligonucleotide analogue involving the dideoxynucleoside compound.

Growing community of inventors

Gifu, Japan

Yoshihito Ueno