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CS-W001157 4
Total: USD 88.00

5-Methylcytosine

  • CAS No. 554-01-8

  • Cat. No. CS-W008091
  • Purity≥97%
  • MDL No.MFCD00233537

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

5-Methylcytosine|CS-W008091

Structure of 554-01-8

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General Information

  • CAS No. 554-01-8
  • Cat. No. CS-W008091
  • Purity ≥97%
  • MDL No. MFCD00233537
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O
  • Molecular Weight 125.13
  • Synonym(s) None
  • SMILES O=C1N=CC(C)=C(N)N1

Description

5-Methylcytosine is a naturally occurring epigenetic modification of cytosine, featuring a methyl group at the C5 position. This derivative enhances DNA stability and regulates gene expression through methylation-dependent silencing. It serves as a critical biomarker in genomic studies and epigenetic research, enabling insights into developmental biology and disease mechanisms.

Application

5-Methylcytosine serves as a key epigenetic biomarker and synthetic building block in nucleoside chemistry. It functions as a stable, bench-ready analog for cytidine derivatives, enabling straightforward incorporation into oligonucleotides and DNA mimicry studies. Its methyl group enhances hydrophobicity and resistance to enzymatic demethylation, supporting applications in methylation-sensitive assays and the development of modified nucleic acid therapeutics.

Synthesis

  • Route1
    • null|null
      144782-14-9
    • ~86%
    • In-stock
      5-Methylcytosine|CS-W008091
      554-01-8

    References

    • Buchini, Sabrina; Leumann, Christian J. European Journal of Organic Chemistry, 2006 , # 14 p. 3152 - 3168
  • Route2

    References

    • Chemistry Letters, , p. 1591 - 1594
  • Route3

    References

    • Chemistry Letters, , p. 1591 - 1594

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-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   71.77
  • LogP   -0.33948
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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