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DMT-OMe-rC(Ac)

  • CAS No. 199593-08-3

  • Cat. No. CS-0172019
  • Purity≥97%
  • MDL No.MFCD08704192

*For research and further manufacturing use only, not for direct human use.

DMT-OMe-rC(Ac)|CS-0172019

Structure of 199593-08-3

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General Information

  • CAS No. 199593-08-3
  • Cat. No. CS-0172019
  • Purity ≥97%
  • MDL No. MFCD08704192
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₃H₃₅N₃O₈
  • Molecular Weight 601.65
  • Synonym(s) N-Acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine
  • SMILES O[C@H]1[C@@H](OC)[C@H](N2C(N=C(NC(C)=O)C=C2)=O)O[C@@H]1COC(C3=CC=C(OC)C=C3)(C4=CC=C(OC)C=C4)C5=CC=CC=C5

Description

DMT-OMe-rC(Ac) is a protected ribocytidine derivative featuring a dimethoxytrityl (DMT) group at the 5′-OH and an acetyl moiety on the N4-amino function. This configuration enables orthogonal protection during oligonucleotide synthesis, offering enhanced stability and controlled deprotection sequences for efficient incorporation into RNA strands.

Application

DMT-OMe-rC(Ac) serves as a versatile phosphoramidite building block for solid-phase oligonucleotide synthesis, enabling the incorporation of acetylated 2'-deoxyribofuranosyl cytidine residues with high fidelity. The dimethoxytrityl (DMT) group provides robust protection and convenient monitoring via UV detection, while the OMe and Ac modifications enhance nucleoside stability and modulate hybridization properties. This derivative facilitates efficient coupling and selective deprotection, supporting reliable synthesis of modified DNA strands for research and diagnostic applications.

Synthesis

  • Route1

    References

    • Reddy; Hanna, Naeem B.; Farooqui, Firdous Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1589 - 1598
  • Route2

    References

    • Reddy; Hanna, Naeem B.; Farooqui, Firdous Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1589 - 1598
  • Route3

    References

    • Reddy; Hanna, Naeem B.; Farooqui, Firdous Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1589 - 1598

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   130.37
  • LogP   3.5009
  • H_Acceptors   10
  • H_Donors   2
  • Rotatable_Bonds   11

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