Unlock instant, AI-driven research and patent intelligence for your innovation.

base protection oligonucleotide

A technology of oligonucleotides and bases, applied in the field of preparation of oligonucleotides, can solve the problems of determining the progress of the reaction, using excessive reagents and starting materials, and complexity

Active Publication Date: 2017-04-26
AJINOMOTO CO INC
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, drawbacks associated with it are: limited scale-up due to equipment limitations, use of excess reagents and starting materials, and difficulty in determining the state of reaction progress in intermediate steps, analyzing the structure of intermediates, etc.
Although it has been reported that the method synthesizes 21-mer oligonucleotides, the method needs to be solidified and separated in each step of deprotection, coupling and oxidation of the 5'-protecting group, which is very complicated.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • base protection oligonucleotide
  • base protection oligonucleotide
  • base protection oligonucleotide

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0208] In another embodiment, the present invention relates to a method for preparing an oligonucleotide, which comprises protecting the oligonucleotide with a base portion, wherein the nucleic acid base is protected with a C 5-30 straight chain or branched chain alkyl and / or C 5-30 The group protection of linear or branched alkenyl, the method preferably comprises the following steps (2):

[0209] (2) Make p-mer base protection oligonucleotide (p is any integer of 1 or greater) and n-mer oligonucleotide (n is an integer of 1 or greater) via its 5' hydroxyl The step of obtaining an n+p polymer oligonucleotide by condensation through a phosphite triester bond, in which the 3'-position hydroxyl group is phosphoramidated, and the 5'-position The hydroxyl group is protected by a temporary protecting group that can be removed under acidic conditions, and the nucleic acid base is protected by a C 5-30 straight chain or branched chain alkyl and / or C 5-30 The group protection of li...

Embodiment

[0790] Hereinafter, the present invention is explained in more detail by referring to Preparations and Examples, which should not be construed as limiting the scope of the present invention. Reagents, equipment and materials used in the present invention are commercially available unless otherwise indicated. In this specification, when represented by an abbreviation, each represents a conventional abbreviation based on IUPAC-IUB Commission on Biochemical Nomenclature or the field.

[0791] The yields in the following Preparations and Examples represent mol / mol%. "%" in this specification means "% by mass" unless otherwise specified. In addition, the ratios of solvents in the following Preparations and Examples represent volume ratios. for 1 H-NMR spectrum, using tetramethylsilane as internal standard, using CDCl 3 Used as a measuring solvent. NMR spectra were measured using Bruker AVANCE AV300 (300MHz) nuclear magnetic resonance equipment or Bruker AVANCE 400 (400MHz) nuc...

preparation example 1

[0824] Preparation Example 1: Synthesis of 2,3-dihydrophytol

[0825] Phytol (10.00 g, 33.7 mmol) was dissolved in methanol, Pt / C (2%, 1.00 g) was suspended therein, and the suspension was stirred overnight under hydrogen atmosphere. After the reaction, the suspension was filtered to remove Pt / C, and the filtrate was concentrated to obtain 2,3-dihydrophytol. It was used in the next reaction without purification.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention provides a protected nucleotide for extension, which can be efficiently purified with high yield by a liquid-liquid extraction operation, and can realize an oligonucleotide preparation method by a phosphoramidite method. It has been found that the above problems can be solved by specific base protected oligonucleotides and / or specific aromatic protected oligonucleotides containing a branch at the 3' position.

Description

technical field [0001] The present invention relates to a specific base-protected oligonucleotide and a method for preparing an oligonucleotide using the same. Furthermore, the present invention relates to specific oligonucleotides containing a branched aromatic protecting group, having a 3'-hydroxyl protected by said protecting group, and the use of all oligonucleotides having a 3'-hydroxyl protected by said protecting group A method for preparing oligonucleotides described above. Background technique [0002] The synthetic methods of oligonucleotides include: phosphotriester method, H-phosphonate method, phosphoramidite method, etc., and the solid phase synthesis (solid phase method) using phosphoramidite method is the most commonly used method at present ( Non-Patent Document 1). Solid phase methods are advantageous in terms of speed, as processes have been optimized and automation has been advanced. However, drawbacks associated with it are: limited scale-up due to eq...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07H19/073C07H21/04
CPCC07H1/00C07H19/073C07H19/10C07H21/04Y02P20/55
Inventor 平井邦博片山智鸟居高好中谷辽太朗高桥大辅
Owner AJINOMOTO CO INC