JP2002249497A5 - - Google Patents

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Publication number

JP2002249497A5

JP2002249497A5 JP2001385687A JP2001385687A JP2002249497A5 JP 2002249497 A5 JP2002249497 A5 JP 2002249497A5 JP 2001385687 A JP2001385687 A JP 2001385687A JP 2001385687 A JP2001385687 A JP 2001385687A JP 2002249497 A5 JP2002249497 A5 JP 2002249497A5

Authority

JP

Japan

Prior art keywords

group

amino

nucleic acid

protected

acid synthesis

Prior art date

2001-12-19

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

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• -1 purine-9-yl group Chemical group 0.000 claims 133
• 125000006239 protecting group Chemical group 0.000 claims 51
• 238000001668 nucleic acid synthesis Methods 0.000 claims 49
• 125000003277 amino group Chemical group 0.000 claims 46
• 125000004432 carbon atom Chemical group C* 0.000 claims 17
• 150000003839 salts Chemical class 0.000 claims 13
• 125000000217 alkyl group Chemical group 0.000 claims 10
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
• 125000003396 thiol group Chemical group [H]S* 0.000 claims 8
• 125000003118 aryl group Chemical group 0.000 claims 7
• 150000001875 compounds Chemical class 0.000 claims 7
• 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 6
• 125000003545 alkoxy group Chemical group 0.000 claims 6
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
• 125000001424 substituent group Chemical group 0.000 claims 6
• 229910052757 nitrogen Inorganic materials 0.000 claims 5
• 150000008300 phosphoramidites Chemical class 0.000 claims 5
• 125000004545 purin-9-yl group Chemical group N1=CN=C2N(C=NC2=C1)* 0.000 claims 5
• 108091034117 Oligonucleotide Proteins 0.000 claims 4
• 125000002252 acyl group Chemical group 0.000 claims 4
• 125000004414 alkyl thio group Chemical group 0.000 claims 4
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
• RYYIULNRIVUMTQ-UHFFFAOYSA-N 6-chloroguanine Chemical group NC1=NC(Cl)=C2N=CNC2=N1 RYYIULNRIVUMTQ-UHFFFAOYSA-N 0.000 claims 3
• MSSXOMSJDRHRMC-UHFFFAOYSA-N 9H-purine-2,6-diamine Chemical group NC1=NC(N)=C2NC=NC2=N1 MSSXOMSJDRHRMC-UHFFFAOYSA-N 0.000 claims 3
• 125000005426 adeninyl group Chemical group N1=C(N=C2N=CNC2=C1N)* 0.000 claims 3
• 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 3
• 125000005843 halogen group Chemical group 0.000 claims 3
• GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 2
• 125000001572 5'-adenylyl group Chemical group C=12N=C([H])N=C(N([H])[H])C=1N=C([H])N2[C@@]1([H])[C@@](O[H])([H])[C@@](O[H])([H])[C@](C(OP(=O)(O[H])[*])([H])[H])([H])O1 0.000 claims 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 2
• 125000001931 aliphatic group Chemical group 0.000 claims 2
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
• 125000004093 cyano group Chemical group *C#N 0.000 claims 2
• 229910052736 halogen Inorganic materials 0.000 claims 2
• 150000002367 halogens Chemical class 0.000 claims 2
• 108020004707 nucleic acids Proteins 0.000 claims 2
• 102000039446 nucleic acids Human genes 0.000 claims 2
• 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 2
• 125000005499 phosphonyl group Chemical group 0.000 claims 2
• 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 2
• 125000000037 tert-butyldiphenylsilyl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1[Si]([H])([*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
• BBAMTDMNXVSCRU-UHFFFAOYSA-N (4-chlorophenyl) dihydrogen phosphate Chemical group OP(O)(=O)OC1=CC=C(Cl)C=C1 BBAMTDMNXVSCRU-UHFFFAOYSA-N 0.000 claims 1
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
• 125000001417 5'-guanylyl group Chemical group C=12N=C(N([H])[H])N([H])C(=O)C=1N=C([H])N2[C@@]1([H])[C@@](O[H])([H])[C@@](O[H])([H])[C@](C(OP(=O)(O[H])[*])([H])[H])([H])O1 0.000 claims 1
• OIRDTQYFTABQOQ-KQYNXXCUSA-N Adenosine Natural products C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims 1
• 239000002126 C01EB10 - Adenosine Substances 0.000 claims 1
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
• MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 claims 1
• NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 claims 1
• NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Natural products C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 claims 1
• 229960005305 adenosine Drugs 0.000 claims 1
• 125000003710 aryl alkyl group Chemical group 0.000 claims 1
• 230000015572 biosynthetic process Effects 0.000 claims 1
• 229910052799 carbon Inorganic materials 0.000 claims 1
• 125000005159 cyanoalkoxy group Chemical group 0.000 claims 1
• 229940029575 guanosine Drugs 0.000 claims 1
• 125000004430 oxygen atom Chemical group O* 0.000 claims 1
• SXADIBFZNXBEGI-UHFFFAOYSA-N phosphoramidous acid Chemical group NP(O)O SXADIBFZNXBEGI-UHFFFAOYSA-N 0.000 claims 1
• 229910052717 sulfur Inorganic materials 0.000 claims 1
• 125000004434 sulfur atom Chemical group 0.000 claims 1
• 238000003786 synthesis reaction Methods 0.000 claims 1