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CAS 330628-04-1

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2'-Deoxy-N2-DMF-5'-O-DMT-guanosine 3'-CE phosphoramidite

Description:
2'-Deoxy-N2-DMF-5'-O-DMT-guanosine 3'-CE phosphoramidite is a modified nucleoside analog used primarily in the synthesis of oligonucleotides. This compound features a deoxyribose sugar, which is characteristic of DNA nucleotides, and is modified at the N2 position of the guanine base with a dimethylformamide (DMF) moiety, enhancing its solubility and stability during synthesis. The 5'-O-DMT (dimethoxytrityl) group serves as a protecting group, allowing for selective reactions during oligonucleotide assembly. The 3'-CE (cyanoethyl) phosphoramidite functionality is crucial for the formation of phosphodiester bonds, facilitating the incorporation of this nucleotide into growing DNA strands. This compound is typically utilized in automated synthesizers for the production of custom DNA sequences, making it valuable in research, diagnostics, and therapeutic applications. Its stability, solubility, and reactivity profile are essential for efficient oligonucleotide synthesis, contributing to advancements in molecular biology and genetic engineering.
Formula:C43H53N8O7P
InChI:InChI=1S/C43H53N8O7P/c1-29(2)51(30(3)4)59(56-24-12-23-44)58-36-25-38(50-28-45-39-40(50)47-42(48-41(39)52)46-27-49(5)6)57-37(36)26-55-43(31-13-10-9-11-14-31,32-15-19-34(53-7)20-16-32)33-17-21-35(54-8)22-18-33/h9-11,13-22,27-30,36-38H,12,24-26H2,1-8H3,(H,47,48,52)/b46-27+/t36-,37+,38+,59?/m0/s1
InChI key:YRQAXTCBMPFGAN-UNHDIWNRSA-N
SMILES:CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=NC6=C5N=C(NC6=O)/N=C/N(C)C
Synonyms:
  • DMF-dG Phosphoramidite
  • N2-Dimethylfromamidine-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine-3'-cyanoethyl Phosphoramidite
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