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2'-O-Methylguanosine

Cat No.:V52987 Purity: ≥98%
2'-O-Methylguanosine is a modified nucleoside generated by tRNA guanosine-2'-o-methyltransferase.
2'-O-Methylguanosine
2'-O-Methylguanosine Chemical Structure CAS No.: 2140-71-8
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
2'-O-Methylguanosine is a modified nucleoside generated by tRNA guanosine-2'-o-methyltransferase. 2'-O-Methylguanosine has certain pro-apoptotic effects.
2'-O-Methylguanosine (CAS# 2140-71-8) is a naturally occurring post-transcriptionally modified purine nucleoside, produced in tRNAs by tRNA guanosine-2'-O-methyltransferase using S-adenosyl-L-methionine as the methyl donor. It has a molecular formula of C11H15N5O5 and a molecular weight of 297.27. 2'-O-Methylguanosine is a modified nucleoside that plays important roles in RNA structure, stability, and function. It has a melting point of 227-231°C (dec.).
Biological Activity I Assay Protocols (From Reference)
Targets
2'-O-Methylguanosine does not have a specific therapeutic target itself but serves as a naturally occurring modified nucleoside in tRNA. The 2'-O-methyl modification at the guanosine residue in tRNA affects RNA structure, stability, and interactions with other molecules. As a modified nucleoside, it is used in research for studying RNA modification, tRNA biology, and the role of RNA modifications in gene expression. The compound is produced by tRNA guanosine-2'-O-methyltransferase.
ln Vitro
The in vitro activity of 2'-O-Methylguanosine is assessed by its utility as a modified nucleoside in RNA research. It is used to study the effects of 2'-O-methylation on RNA structure and function. The compound's activity is typically assessed in biochemical assays measuring RNA stability, RNA-protein interactions, and tRNA function. As a naturally occurring modified nucleoside, it is a valuable tool for studying RNA modification biology.
ln Vivo
In vivo studies for 2'-O-Methylguanosine are typically conducted in the context of studying tRNA modification and its biological functions. The compound is produced naturally in cells by tRNA guanosine-2'-O-methyltransferase. Studies in cellular and animal models are used to investigate the role of 2'-O-methylguanosine in tRNA function, protein synthesis, and disease. The compound's in vivo effects are studied through modulation of tRNA modification levels.
Enzyme Assay
For tRNA modification studies, 2'-O-Methylguanosine is used as a standard for analyzing tRNA modifications by mass spectrometry or HPLC. The compound is also used in in vitro methylation assays with tRNA guanosine-2'-O-methyltransferase to study enzyme activity and substrate specificity. For RNA stability studies, RNA containing 2'-O-methylguanosine is synthesized and its stability is assessed under various conditions.
Cell Assay
For cellular studies, cells are cultured and tRNA modifications are analyzed to study the role of 2'-O-methylguanosine in tRNA function. tRNA guanosine-2'-O-methyltransferase activity is assessed by measuring the incorporation of methyl groups into tRNA. The effects of 2'-O-methylguanosine on tRNA stability, aminoacylation, and ribosome binding are studied using biochemical assays. Gene expression changes resulting from altered tRNA modification are assessed by qRT-PCR and proteomics.
Animal Protocol
For in vivo studies, animal models with altered tRNA guanosine-2'-O-methyltransferase expression are used to study the biological functions of 2'-O-methylguanosine. tRNA modification levels are analyzed by mass spectrometry. Phenotypic changes including growth, development, and disease susceptibility are assessed. However, detailed in vivo protocols for 2'-O-Methylguanosine as a therapeutic agent have not been extensively reported.
ADME/Pharmacokinetics
Pharmacokinetic properties of 2'-O-Methylguanosine have not been fully characterized in the available literature. The compound has a molecular formula of C11H15N5O5 and a molecular weight of 297.27. It has a melting point of 227-231°C (dec.) and a density of 1.98±0.1 g/cm3 (predicted). It should be kept in a dark place, under inert atmosphere, at 2-8°C. It is soluble in water-based solvents (slightly) and DMSO (slightly).
Toxicity/Toxicokinetics
2'-O-Methylguanosine is a research compound intended for laboratory use only and is not approved for human therapeutic use. As a naturally occurring modified nucleoside, it is used in research for studying RNA modification and tRNA biology. Standard laboratory safety precautions should be followed when handling this compound. Storage in a dark place, under inert atmosphere, at 2-8°C is recommended.
References

[1]. The spoU gene of Escherichia coli, the fourth gene of the spoT operon, is essential for tRNA (Gm18) 2'-O-methyltransferase activity. Nucleic Acids Res. 1997 Oct 15;25(20):4093-7.

[2]. Isolation and identification of apoptosis inducing nucleosides from CD57(+)HLA-DRbright natural suppressor cell line. Biochem Biophys Res Commun. 1998 Oct 20;251(2):416-22.

Additional Infomation
2'-O-methylguanosine refers to guanosine in which the hydrogen atom at the C-2' hydroxyl position is replaced by a methyl group. It is a metabolite. 2'-O-methylguanosine has been reported to exist in Saccharomyces cerevisiae, and relevant data are available for reference.
2'-O-Methylguanosine is a naturally occurring post-transcriptionally modified purine nucleoside with molecular formula C11H15N5O5 and molecular weight 297.27. It is produced in tRNAs by tRNA guanosine-2'-O-methyltransferase. The compound is used in research for studying RNA modification and tRNA biology. It is for research use only and has not been approved for clinical applications. Storage in a dark place, under inert atmosphere, at 2-8°C is recommended.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H15N5O5
Molecular Weight
297.27
Exact Mass
297.107
CAS #
2140-71-8
PubChem CID
135406950
Appearance
White to off-white solid powder
Density
2.0±0.1 g/cm3
Boiling Point
711.7ºC at 760 mmHg
Melting Point
218-220ºC
Flash Point
384.2ºC
Vapour Pressure
2.93E-21mmHg at 25°C
Index of Refraction
1.829
LogP
-0.36
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
3
Heavy Atom Count
21
Complexity
460
Defined Atom Stereocenter Count
4
SMILES
CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)CO)O
InChi Key
OVYNGSFVYRPRCG-KQYNXXCUSA-N
InChi Code
InChI=1S/C11H15N5O5/c1-20-7-6(18)4(2-17)21-10(7)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1
Chemical Name
2-amino-9-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-1H-purin-6-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 100 mg/mL (336.39 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.00 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (7.00 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (7.00 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3639 mL 16.8197 mL 33.6395 mL
5 mM 0.6728 mL 3.3639 mL 6.7279 mL
10 mM 0.3364 mL 1.6820 mL 3.3639 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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