To provide an excellent dimer amidite which can be subjected to purification, preferably, whose protective groups can be removed under mild conditions, and a method for synthesizing a nucleic acid using the dimer amidite, a dimer amidite having a structure represented by the following General Formul
To provide an excellent dimer amidite which can be subjected to purification, preferably, whose protective groups can be removed under mild conditions, and a method for synthesizing a nucleic acid using the dimer amidite, a dimer amidite having a structure represented by the following General Formula (1) and a method for synthesizing a nucleic acid including performing condensation reaction of the dimer amidite are provided: wherein in General Formula (1), R1 and R2 each independently represent any one of groups selected from General formulas (2) to (4) and Structural Formulas (12) to (15) with a compound where R1 and R2 are each represent Structural Formulas (12) being excluded: andwherein in the General Formulas (2) to (4), R3 represents any one group represented by the following Structural Formulas (16) to (25):
대표청구항▼
1. A dimer amidite having a structure represented by the following General Formula (1): wherein in General Formula (1), R1 and R2 each independently represent any one of groups selected from General Formulas (2) to (4) and Structural Formulas (12) to (15) with the proviso that all compounds wherein
1. A dimer amidite having a structure represented by the following General Formula (1): wherein in General Formula (1), R1 and R2 each independently represent any one of groups selected from General Formulas (2) to (4) and Structural Formulas (12) to (15) with the proviso that all compounds wherein the substituents R1 and R2 are each selected to represent Structural Formula (12) are excluded: andwherein in the General Formulas (2) to (4), R3 represents any one group represented by the following Structural Formulas (16) to (25): 2. The dimer amidite according to claim 1, wherein the dimer amidite has a structure selected from the following Structural Formulas (1) to (11): 3. A nucleic acid synthesizing method comprising: removing 4,4′-dimethoxyltrityl group from 5′-terminus of an oligonucleotide,coupling a dimer amidite to the 5′-terminus of the oligonucleotide,capping non-reacted 5′-terminus of the 5′-terminus of the oligonucleotide, andoxidizing the P(III) esters in the dimer amidite to P(V) esters,wherein the dimer amidite has a structure represented by the following General Formula (1): wherein in General Formula (1), R1 and R2 each independently represent any one of groups selected from General Formulas (2) to (4) and Structural Formulas (12) to (15) with the proviso that all compounds wherein the substituents R1 and R2 are each selected to represent Structural Formula (12) are excluded: wherein in the General Formulas (2) to (4), R3 represents any one group represented by the following Structural Formulas (16) to (25): 4. The nucleic acid synthesizing method according to claim 3, further comprising removing a protective group of the dimer amidite, wherein the removing the protective group is performed after the condensation reaction,wherein in Structural Formulas (13) to (16), the protective group is represented by the following Structural Formula (26): wherein in Structural Formula (19), the protective group is represented by the following Structural Formula (27): wherein in Structural Formulas (20), (21) and (25) the protective group is represented by the Structural Formula (20), andwherein in Structural Formulas (24), the protective group is represented by the following Structural Formula (28): 5. The nucleic acid synthesizing method according to claim 4, wherein the removing the protective group is performed in an aprotic solvent. 6. The nucleic acid synthesizing method according to claim 4, wherein the removing the protective group is performed by a bulky base. 7. The nucleic acid synthesizing method according to claim 4, wherein the removing the protective group is performed by 1,8-diazabicyclo[5.4.0]-7-undecene at a concentration of 0.01M or lower. 8. The nucleic acid synthesizing method according to claim 4, wherein the removing the protective group is completed within 15 minutes. 9. The nucleic acid synthesizing method according to claim 3, wherein the nucleic acid synthesizing method is performed by an automatic nucleic acid synthesizer. 10. The nucleic acid synthesizing method according to claim 3, wherein the dimer amidite has a phosphite protective group, and the protective group is removed in an aprotic solvent after the phosphite triester bond is oxidized to be a phosphate triester bond in the course of synthesis of nucleic acid. 11. The nucleic acid synthesizing method according to claim 10, wherein the aprotic solvent is at least one selected from the group consisting of acetonitrile, dichloromethane, N,N-dimethylformamide and N-methylpyrrolidone. 12. The nucleic acid synthesizing method according to claim 3, wherein the dimer amidite has a phosphite protective group, and the protective group is removed by a bulky base after the phosphite triester bond is oxidized to be a phosphate triester bond in the course of synthesis of nucleic acid. 13. The nucleic acid synthesizing method according to claim 12, wherein the bulky base is at least one selected from the group consisting of 1,8-diazabicyclo[5.4.0]-7-undecene, 1,5-diazabicyclo[4.3.0]-5-nonene and tetramethylguanidine. 14. The nucleic acid synthesizing method according to claim 3, wherein at least one of the two nucleosides has a protective group bound to an exocyclic amino group of a base thereof, and the protective group is removed in an aprotic solvent,wherein in Structural Formulas (13) to (16), the protective group is represented by the following Structural Formula (26): wherein in Structural Formula (19), the protective group is represented by the following Structural Formula (27): wherein in Structural Formulas (20), (21) and (25) the protective group is represented by the Structural Formula (20), andwherein in Structural Formulas (24), the protective group is represented by the following Structural Formula (28):
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이 특허에 인용된 특허 (8)
Fujihara, Tsuyoshi; Fujita, Shozo, Amidite for nucleic acid synthesis and nucleic acid synthesizing method.
Sekine, Mitsuo; Seio, Kohji; Ohkubo, Akihiro; Sakamoto, Kazushi; Sasami, Takeshi, Oligonucleotide derivative, probe for detection of gene, and DNA chip.
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