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US 2026/0209244 A1Published application
Linker for nucleic acid synthesis, carrier, and methods for producing same
AssigneeSynCrest Inc.
InventorsYoshiyuki HARI, Ryohei KAJINO
Life of this patent
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Abstract
An object of the present invention is to newly provide a linker for nucleic acid synthesis and a carrier for solid-phase nucleic acid synthesis. Provided are a linker precursor for nucleic acid synthesis, a linker for nucleic acid synthesis, and a carrier for solid-phase nucleic acid synthesis.
Claims16
A method for producing a linker precursor for nucleic acid synthesis represented by the following formula (2);
- wherein
- in formula (2), A is present at one substitutable position and represents a —CO—OR group, a —NH—CO—OR group, or a —CO—NH—CH2—CO—OR group;
- and R represents a protecting group for carboxylic acids, and
- in formula (2), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group;
- the method comprising subjecting a compound represented by the following formula (1);
- wherein in formula (1), A and B are the same as those in formula (2);
- to an oxidation reaction in a solvent in the presence of an oxidizing agent and a reoxidizing agent.
4 more elements
A linker precursor for nucleic acid synthesis represented by the following formula (2):
- wherein
- in formula (2), A is present at one substitutable position and represents a —CO—OR group, a —NH—CO—OR group, or a —CO—NH—CH2—CO—OR group;
- and R represents a protecting group for carboxylic acids, and
- in formula (2), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group.
1 more element
A method for producing a linker precursor for nucleic acid synthesis represented by the following formula (3):
- wherein
- in formula (3), A is present at one substitutable position and represents a —CO—OR group, a —NH—CO—OR group, or a —CO—NH—CH2—CO—OR group;
- and R represents a protecting group for carboxylic acids,
- in formula (3), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group, and
- in formula (3), Prot1 represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group;
- the method comprising reacting a compound represented by the following formula (2):
- wherein in formula (2), A and B are the same as those in formula (3);
- with 4,4′-dimethoxytrityl chloride (DMTr-Cl), 4-methoxytrityl chloride (MMTr-Cl), or trityl chloride (Tr-Cl) in a solvent.
5 more elements
A linker precursor for nucleic acid synthesis represented by the following formula (3):
- wherein
- in formula (3), A is present at one substitutable position and represents a —CO—OR group, a —NH—CO—OR group, or a —CO—NH—CH2—CO—OR group;
- and R represents a protecting group for carboxylic acids,
- in formula (3), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group, and
- in formula (3), Prot represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group.
2 more elements
A method for producing a linker for nucleic acid synthesis represented by the following formula (4):
- wherein
- in formula (4), L is present at one substitutable position and represents a —CO—OH group, a —NH—CO—OH group, or a —CO—NH—CH2—CO—OH group,
- in formula (4), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group,
- in formula (4), Prot1 represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group, and
- in formula (4), Prot2 represents a protecting group for hydroxyl groups;
- the method comprising subjecting a compound represented by the following formula (3):
- wherein
- in formula (3), A is present at one substitutable position and represents a —CO—OR group, a —NH—CO—OR group, or a —CO—NH—CH2—CO—OR group;
- and R represents a protecting group for carboxylic acids, and
- in formula (3), B and Prot1 are the same as those in formula (4);
- to the following steps:
- (1) performing hydrolysis in a solvent, and then
- (2) protecting a hydroxyl group in a solvent.
10 more elements
A linker for nucleic acid synthesis represented by the following formula (4);
- wherein
- in formula (4), L is present at one substitutable position and represents a —CO—OH group, a —NH—CO—OH group, or a —CO—NH—CH2—CO—OH group,
- in formula (4), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group,
- in formula (4), Prot1 represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group, and in formula (4), Prot2 represents a protecting group for hydroxyl groups.
1 more element
A method for producing a carrier for solid-phase nucleic acid synthesis represented by the following formula (5):
- wherein
- in formula (5), G is present at one substitutable position and represents the following formula (G1), (G2), or (G3),
- in formula (G1), (G2), or (G3), SP represents a solid-phase carrier:
- in formula (5), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group,
- in formula (5), Prot1 represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group, and
- in formula (5), Prot2 represents a protecting group for hydroxyl groups;
- the method comprising reacting a compound represented by the following formula (4);
- wherein
- in formula (4), L is present at one substitutable position and represents a —CO—OH group, a —NH—CO—OH group, or a —CO—NH—CH2—CO—OH group, and
- in formula (4), B, Prot1, and Prot2 are the same as those in formula (5);
- with a solid-phase carrier represented by the following formula:
- wherein SP represents a solid-phase carrier;
- in a solvent in the presence of a coupling agent.
10 more elements
A carrier for solid-phase nucleic acid synthesis represented by the following formula (5):
- wherein
- in formula (5), G is present at one substitutable position and represents the following formula (G1), (G2), or (G3),
- in formula (G1), (G2), or (G3), SP represents a solid-phase carrier:
- in formula (5), B represents identically or differently, at a substitutable position, a hydrogen atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, or a dialkylamino group,
- in formula (5), Prot1 represents a 4,4′-dimethoxytrityl group, a 4-methoxytrityl group, or a trityl group, and
- in formula (5), Prot2 represents a protecting group for hydroxyl groups.
3 more elements
Dependencies are inferred from the claim text.