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CAS 100898-63-3

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5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine

Description:
5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine, with the CAS number 100898-63-3, is a modified nucleoside that plays a significant role in the field of molecular biology and biochemistry, particularly in the synthesis of oligonucleotides. This compound features a deoxycytidine base, which is a building block of DNA, modified at the 5' position with a dimethoxytrityl (DMT) protecting group. The DMT group is commonly used to protect the hydroxyl group during the synthesis of nucleotides, allowing for selective reactions. Additionally, the N4-acetyl modification enhances the stability and solubility of the nucleoside. This compound is typically utilized in solid-phase synthesis techniques for oligonucleotide production, where its protective groups can be selectively removed to facilitate the sequential addition of nucleotides. Its structural characteristics contribute to its utility in research and therapeutic applications, including gene therapy and the development of antisense oligonucleotides. Overall, this compound exemplifies the intricate modifications that enhance the functionality of nucleosides in biochemical applications.
Formula:C32H33N3O7
InChI:InChI=1S/C32H33N3O7/c1-21(36)33-29-17-18-35(31(38)34-29)30-19-27(37)28(42-30)20-41-32(22-7-5-4-6-8-22,23-9-13-25(39-2)14-10-23)24-11-15-26(40-3)16-12-24/h4-18,27-28,30,37H,19-20H2,1-3H3,(H,33,34,36,38)/t27-,28+,30+/m0/s1
InChI key:FHZQVUQHQIUSPM-PKZQBKLLSA-N
SMILES:CC(=O)NC1=NC(=O)N(C=C1)[C@H]2C[C@@H]([C@H](O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)O
Synonyms:
  • N4-Acetyl-2'-deoxy-5'-O-DMT-D-cytidine
  • N4-Acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine
  • 5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine (synthetic)
  • Dmt-Ac-dC
  • 5'-DMTr-N4-acetyl-2'-deoxycytidine
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