专利号:US-7786296-B2 优先权日:2004-02-25 标题:Silyl linker for solid-phase synthesis of nucleic acid 发明人:SEKINE MITSUO; SEIO KOHJI; OHKUBO AKIHIRO 权利人:JAPAN SCIENCE & TECH AGENCY 摘要:The purpose of the invention is to develop a silyl linker that can be efficiently introduced on a solid-phase support used for the synthesis of nucleic acid oligomers such as DNA. The present invention relates to a silyl linker for use in the solid-phase synthesis of nucleic acid, comprised of a compound of the general formula or its ester or salt:n nH—(R1)Si(R2)-(C 6 H 4 )—CONH-(A)-COOH  (I)n nwherein each of R1 and R2 is an alkyl or aryl group, and (A) represents a spacer moiety; a 3′-end nucleoside unit having said compound linked via an oxygen atom to the 3-position of a sugar of the nucleoside or its derivative, a solid-phase support having the 3′-end nucleoside unit, and a method for synthesis of nucleic acid oligomer with the use of said solid-phase support.
专利号:US-10730904-B2 优先权日:2012-11-14 标 题:Method for liquid-phase synthesis of nucleic acid 发明人:NONOGAWA MITSURU; NAGATA TOSHIAKI; SAITO HIDEKI; YASUMA TSUNEO 权利人:TAKEDA PHARMACEUTICALS CO 摘要:In this method, an oligonucleotide represented by formula (II) [wherein Y 1 , Q, Base, r and r′ are each as defined in claim 1 ] is prepared by using, as a synthesis unit, a novel nucleoside monomer compound represented by formula (I) [wherein X, R 1 , Y, Base, Z, Ar, R 2 , R 3 and n are each as defined in claim 1 ]. The novel nucleoside monomer compound is a nucleoside, the base moiety of which is substituted with an aromatic-hydrocarbon-ring-carbonyl or -thiocarbonyl group having at least one hydrophobic group. The method can dispense with column-chromatographic purification in every reaction, and enables base elongation not only in the 3′-direction but also in the 5′-direction, thus attaining efficient liquid-phase mass synthesis of an oligonucleotide.
专利号:US-6891033-B2 优先权日:2001-01-31 标题:Labelling compounds for the simple synthesis of 3'-[18F]fluoro-3'-deoxythymidine and a method for the production thereof 发明人:MARTIN STEFAN JOHANNES; EISENBARTH JOSEPH ANTONIUS MAR; WAGNER-UTERMANN ULRIKE; EISENHUT MICHAEL; MIER WALTER 权利人:DEUTSCHES KREBSFORSCH 摘要:The application relates to compounds that are suitable as labelable precursors for synthesis of 3′-[ 18 F]fluoro-3′-deoxythymidine and that have formula (1), n n nin whichn R denotes triphenylmethyl, triphenylmethyl substituted in the phenyl group, trialkylmethyl, triphenylsilyl, triphenylsilyl substituted in the phenyl group, or trialkylsilyl, R′ denotes R 1 —SO 2 , where R 1 is an unsubstituted or substituted C 1 to C 5 alkyl or an unsubstituted or substituted phenyl, and R″ denotes C 2 to C 10 alkyloxycarbonyl, with the exception of 3-N-Boc-1-(3-O-nosyl-5-O-trityl-2-deoxy-β-D-lyxofuranosy nn The application also relates to a method for preparation of these compounds and to the use of the same for synthesis of 3′-[ 18 F]fluoro-3′-deoxythymidine.
专利号:US-2006154256-A1 优先权日:2001-10-25 标 题:Method for covalently attaching nucleosides and/or nucleotides on surfaces and method for determining coupling yields in the synthesis of nucleotides 发明人:STENGELE KLAUS-PETER; KVASSIOUK EVGUENI 权利人:STENGELE KLAUS-PETER; KVASSIOUK EVGUENI 摘要:The present invention relates to a method for covalently attaching nucleosides and/or nucleotides on surfaces having reactive functional groups, where in a first step, the reactive functional groups are made to react with suitable derivatized nucleosides and/or nucleotides, and in a second step, they are converted with a protecting group reagent, so that a reaction product of the consecutive reaction interacts with electromagnetic radiation such that it can be quantitatively determined. The invention also relates to a method for determining the repetitive coupling yields in the synthesis of nucleotides where the free 3′ or 5′ hydroxy group of a selected nucleoside and/or nucleotide is converted with a compound of formula (I) n n nwhere L is a common suitable leaving group, the motif O—PX represents a phosphor amidite, a H-phosphonate a phosphonic acid ester, a phosphotriester, Yâ•?O or S, N is a nucleoside or a nucleotide derivative which subsequently reacts further with a protecting group reagent and the elimination of the leaving group (L), which is subsequently further eliminated. The quantity of the leaving group (L) eliminated in step b) is quantitatively determined in the form of its anion (L − ) by means of otical spectroscopy.
专利号:US-2025282813-A1 优先权日:2021-04-09 标 题 :Pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates 发明人:OKADA YOHEI; SUZUKI HIDEAKI; LUTHER ANATOL 权利人:BACHEM HOLDING AG 摘要:A novel pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates are provided. The pseudo solid phase protecting group is represented by formula II wherein: * indicates the point of attachment to an oxygen atom of a hydroxyl moiety of the nucleoside, the nucleotide, the oligonucleotide, or of the conjugate of a nucleoside, a nucleotide or an oligonucleotide to be protected; c is 0 or 1; a is an integer of 1 to 12; R3 is H; R5 is O—R6 or H, where R6 is a C8-C40 aliphatic hydrocarbon group; each of R4 is independently O—R6, where R6 is at each occurrence independently a C8-C40 aliphatic hydrocarbon group; b is 1 to 3; with the proviso that if b is 1, at least one of R3 and R5 is not H; and with the further proviso that the sum of all carbon atoms contained in the R3, R4, and R5 moieties present is larger than 23 and smaller than 200.
专利号:US-2023212204-A1 优先权日:2020-01-16 标题:Reagents and their use for modular enantiodivergent synthesis of c-p bonds 发明人:XU DONGMIN; RIVAS-BASCÓN NAZARET; KNOUSE KYLE W; PADIAL NATALIA; ZHENG BIN; VANTOUROUT JULIEN; SCHMIDT MICHAEL; EASTGATE MARTIN D; BARAN PHI 权利人:BRISTOL MYERS SQUIBB CO; SCRIPPS RESEARCH INST 摘要:The disclosure describes chiral P(V)-based reagents and their uses for the modular, scalable, and stereospecific synthesis of chiral phosphines, phosphine oxides and particular oligonucleotides.
[参考文献]: Lars Holmberg. Method And Means For Oligonucleotide Synthesis. Wo1992009615A1. [参考文献]: A Elmblad, Et Al. Synthesis Of Mixed Oligodeoxyribonucleotides Following The Solid Phase Method. Nucleic Acids Res. 1982 May 25;10(10):3291-301. [参考文献]: A Guzaev, Et Al. Synthesis Of 14 C-Radiolabeled Oligonucleotides With A Novel Phosphoramidite Reagent. Bioorg Med Chem Lett. 1998 May 5;8(9):1123-6. [参考文献]: K Miyoshi, Et Al. Solid-Phase Synthesis Of Polynucleotides. Ii. Synthesis Of Polythymidylic Acids By The Block Coupling Phosphotriester Method. Nucleic Acids Res. 1980 Nov 25;8(22):5473-89.
合成参考文献
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