WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 122472
CAS#: 10578-79-7
Description: N4-Methylcytidine is a nucleoside analogue that inhibits synthesis of human mitochondrial DNA by inhibiting bacterial enzyme uridine-cytidine kinase.
MedKoo Cat#: 122472
Name: N4-Methylcytidine
CAS#: 10578-79-7
Chemical Formula: C10H15N3O5
Exact Mass: 257.1012
Molecular Weight: 257.25
Elemental Analysis: C, 46.69; H, 5.88; N, 16.33; O, 31.10
Synonym: N4-Methylcytidine; Cytidine, N-methyl-; N(4)-Methylcytidine
IUPAC/Chemical Name: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-(methylamino)pyrimidin-2(1H)-one
InChi Key: LZCNWAXLJWBRJE-ZOQUXTDFSA-N
InChi Code: InChI=1S/C10H15N3O5/c1-11-6-2-3-13(10(17)12-6)9-8(16)7(15)5(4-14)18-9/h2-3,5,7-9,14-16H,4H2,1H3,(H,11,12,17)/t5-,7-,8-,9-/m1/s1
SMILES Code: OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=CC(NC)=NC2=O)O1
Appearance: To be determined
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 257.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Tieu Ngoc LN, Jung Park S, Thi Huong T, Lee KH, Kang H. N4-methylcytidine
ribosomal RNA methylation in chloroplasts is crucial for chloroplast function,
development, and abscisic acid response in Arabidopsis. J Integr Plant Biol.
2021 Mar;63(3):570-582. doi: 10.1111/jipb.13009. Epub 2020 Sep 30. PMID:
32876986.
2: Van Haute L, Hendrick AG, D'Souza AR, Powell CA, Rebelo-Guiomar P, Harbour
ME, Ding S, Fearnley IM, Andrews B, Minczuk M. METTL15 introduces
N4-methylcytidine into human mitochondrial 12S rRNA and is required for
mitoribosome biogenesis. Nucleic Acids Res. 2019 Nov 4;47(19):10267-10281. doi:
10.1093/nar/gkz735. PMID: 31665743; PMCID: PMC6821322.
3: Mao S, Sekula B, Ruszkowski M, Ranganathan SV, Haruehanroengra P, Wu Y, Shen
F, Sheng J. Base pairing, structural and functional insights into
N4-methylcytidine (m4C) and N4,N4-dimethylcytidine (m42C) modified RNA. Nucleic
Acids Res. 2020 Oct 9;48(18):10087-10100. doi: 10.1093/nar/gkaa737. PMID:
32941619; PMCID: PMC7544196.
4: Zheng YY, Mao S, Sheng J. Synthesis of N<sup>4</sup> -Methylcytidine
(m<sup>4</sup> C) and N<sup>4</sup> ,N<sup>4</sup> -Dimethylcytidine
(m<sup>4</sup><sub>2</sub> C) Modified RNA. Curr Protoc. 2021 Sep;1(9):e248.
doi: 10.1002/cpz1.248. PMID: 34529364.
5: Cheng MY, You XJ, Ding JH, Dai Y, Chen MY, Yuan BF, Feng YQ. Novel dual
methylation of cytidines in the RNA of mammals. Chem Sci. 2021 May
7;12(23):8149-8156. doi: 10.1039/d1sc01972d. PMID: 34194705; PMCID: PMC8208307.
6: Dubin DT, Taylor RH, Davenport LW. Methylation status of 13S ribosomal RNA
from hamster mitochondria: the presence of a novel riboside, N4-methylcytidine.
Nucleic Acids Res. 1978 Nov;5(11):4385-97. doi: 10.1093/nar/5.11.4385. PMID:
724519; PMCID: PMC342756.
7: Suzuki T, Moriyama K, Otsuka C, Loakes D, Negishi K. Template properties of
mutagenic cytosine analogues in reverse transcription. Nucleic Acids Res.
2006;34(22):6438-49. doi: 10.1093/nar/gkl761. Epub 2006 Nov 27. PMID: 17130163;
PMCID: PMC1702492.
8: Biernat J, Ciesiołka J, Górnicki P, Adamiak RW, Kryzosiak WJ, Wiewiórowski M.
New observations concerning the chloroacetaldehyde reaction with some tRNA
constituents. Stable intermediates, kinetics and selectivity of the reaction.
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