Synonym
2′-O-Methylcytidine; 2′ O Methylcytidine; 2′-O Methylcytidine; 2′ O-Methylcytidine;
IUPAC/Chemical Name
4-amino-1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one
InChi Key
RFCQJGFZUQFYRF-ZOQUXTDFSA-N
InChi Code
InChI=1S/C10H15N3O5/c1-17-8-7(15)5(4-14)18-9(8)13-3-2-6(11)12-10(13)16/h2-3,5,7-9,14-15H,4H2,1H3,(H2,11,12,16)/t5-,7-,8-,9-/m1/s1
SMILES Code
[H][C@]1(O[C@@H]([C@@H](O)[C@H]1OC)CO)N2C(N=C(C=C2)N)=O
Purity
>97% (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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
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: Kajino R, Ueno Y. (S)-5'-C-Aminopropyl-2'-O-methyl nucleosides enhance antisense activity in cultured cells and binding affinity to complementary single-stranded RNA. Bioorg Med Chem. 2021 Jan 15;30:115925. doi: 10.1016/j.bmc.2020.115925. Epub 2020 Dec 7. PMID: 33310631.
2: Tardu M, Jones JD, Kennedy RT, Lin Q, Koutmou KS. Identification and Quantification of Modified Nucleosides in Saccharomyces cerevisiae mRNAs. ACS Chem Biol. 2019 Jul 19;14(7):1403-1409. doi: 10.1021/acschembio.9b00369. Epub 2019 Jun 25. PMID: 31243956; PMCID: PMC7254066.
3: Heiss M, Reichle VF, Kellner S. Observing the fate of tRNA and its modifications by nucleic acid isotope labeling mass spectrometry: NAIL-MS. RNA Biol. 2017 Sep 2;14(9):1260-1268. doi: 10.1080/15476286.2017.1325063. Epub 2017 May 10. PMID: 28488916; PMCID: PMC5699550.
4: Kawarada L, Suzuki T, Ohira T, Hirata S, Miyauchi K, Suzuki T. ALKBH1 is an RNA dioxygenase responsible for cytoplasmic and mitochondrial tRNA modifications. Nucleic Acids Res. 2017 Jul 7;45(12):7401-7415. doi: 10.1093/nar/gkx354. PMID: 28472312; PMCID: PMC5499545.
5: Fu L, Amato NJ, Wang P, McGowan SJ, Niedernhofer LJ, Wang Y. Simultaneous Quantification of Methylated Cytidine and Adenosine in Cellular and Tissue RNA by Nano-Flow Liquid Chromatography-Tandem Mass Spectrometry Coupled with the Stable Isotope-Dilution Method. Anal Chem. 2015 Aug 4;87(15):7653-9. doi: 10.1021/acs.analchem.5b00951. Epub 2015 Jul 21. PMID: 26158405; PMCID: PMC4711271.
6: Leisvuori A, Aiba Y, Lönnberg T, Poijärvi-Virta P, Blatt L, Beigelman L, Lönnberg H. Chemical and enzymatic stability of amino acid derived phosphoramidates of antiviral nucleoside 5'-monophosphates bearing a biodegradable protecting group. Org Biomol Chem. 2010 May 7;8(9):2131-41. doi: 10.1039/b924321f. Epub 2010 Mar 5. PMID: 20401390.
