N2,N2-Dimethylguanosine
Based on 4 publication(s) in Google Scholar
N2,N2-Dimethylguanosine is a methylated modified nucleoside present in RNA and serves as a structural modification component of tRNA. N2,N2-Dimethylguanosine inhibits reverse transcriptase-mediated cDNA synthesis and is one of the key modifications affecting sequencing efficiency in high-throughput RNA sequencing. N2,N2-Dimethylguanosine can be selectively demethylated at one methyl group by AlkB mutant enzymes (such as D135S/L118V) and converted to N2-methylguanosine, thereby reducing the inhibition of reverse transcription.
For research use only. We do not sell to patients.
- Purity: 99.40%
- CAS No.: 2140-67-2
- Formula: C12H17N5O5
- Molecular Weight:311.29
-
Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
-
Biological Activity
-
Chemical Information
-
Solvent & Solubility
- Purity & Documentation
- References
-
Help & FAQs
-
Bioactive Compound Library Max
HY-L181
-
Bioactive Compound Library
HY-L001
-
Metabolism/Protease Compound Library
HY-L012
-
Natural Product Library
HY-L021
-
Anti-Cancer Compound Library
HY-L025
-
Human Endogenous Metabolite Compound Library
HY-L030
-
Glycoside Compound Library
HY-L042
-
Nucleotide Compound Library
HY-L044
-
Food-Sourced Compound Library
HY-L094
-
Anti-Cancer Natural Product Library
HY-L107
-
Human Metabolite Library
HY-L123
-
Animal-Sourced Natural Product Library
HY-L157
-
Multi-Target Compound Library
HY-L176
-
MCE Bioactive Compound Library
HY-L001V
-
Natural Product Library Plus
HY-L021P
-
Natural Product and Natural Product-Like Compound Library
HY-L021M
-
RO5 Drug-like Natural Product Library
HY-L200
-
High-Throughput Bioactive Compound Library
HY-L205
-
High-Throughput Natural Product Library
HY-L206
-
Mass Spectrometry Human Endogenous Metabolite Library
HY-L207
-
Mass Spectrometry Human Metabolite Library
HY-L215
-
Mass Spectrometry Natural Product Library
HY-L262
Publications Citing Use of MedChemExpress (MCE) N2,N2-Dimethylguanosine
MoreAll Endogenous Metabolite Isoforms
More
Biological Activity
|
Human Endogenous Metabolite |
N2,N2-dimethylguanosine (5-95 μM for 12m22GA; 2.3-84 μM for 13m22GA; 2.9-105 μM for 11m22GA) increases hairpin stability by 3.5°C in the 12m22GA oligoribonucleotide, slightly destabilizes hairpin stability by 1°C and significantly destabilizes duplex stability in the 13m22GA oligoribonucleotide, and shifts the secondary structure equilibrium toward a mixture of hairpin and duplex forms in the 11m22GA oligoribonucleotide[1].
N2,N2-dimethylguanosine (0.5 mM; ~1 week at 291 K) forms imino-hydrogen bonded pairs with A in the 13m22GA RNA duplex, inducing local conformational changes including helical bending and altered hydrogen bond geometry, and reducing minor groove hydration, which contributes to reduced duplex thermodynamic stability[1].
N2,N2-dimethylguanosine (m22G) (1 nM; 2 h) in a synthetic 9mer RNA oligo substrate is fully converted to N2-methylguanosine (m2G) via selective removal of one methyl group by the AlkBD135S/L118V mutant, with no further demethylation to unmodified guanosine[2].
N2,N2-dimethylguanosine at position 26 (m22G26) in HEK293T cell tRNAs has its modification index reduced via selective demethylation to N2-methylguanosine (m2G) by the AlkB D135S/L118V mutant (as part of a three-demethylase mixture), with the greatest effect observed in mitochondrial tRNAIle and cytosolic tRNAThr, tRNATrp, and tRNATyr[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
-
CAS No. 2140-67-2
-
Appearance Solid
-
Molecular Weight 311.29
-
Formula C12H17N5O5
-
Color White to off-white
-
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N(C=N2)C3=C2C(NC(N(C)C)=N3)=O)O1
-
Structure Classification
-
Initial Source
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Publications (4)
-
Journal Impact Factor
-
Most Recent
-
Cell
Adenosine kinase and ADAL coordinate detoxification of modified adenosines to safeguard metabolism. [Abstract]2025 Oct 30;188(22):6151-6169.e24. PMID: 40840445 -
Nucleic Acids Res
Multifaceted roles of t6A biogenesis in efficiency and fidelity of mitochondrial gene expression. [Abstract]2024 Apr 12;52(6):3213-3233. PMID: 38227555 -
Talanta
High-throughput profiling of RNA modifications by ultra-performance liquid chromatography coupled to complementary mass spectrometry: Methods, quality control, and applications. [Abstract]2023 Oct 1:263:124697. PMID: 37262985 -
STAR Protoc
Protocol for preparation and measurement of intracellular and extracellular modified RNA using liquid chromatography-mass spectrometry. [Abstract]2021 Sep 27;2(4):100848. PMID: 34622220
Solvent & Solubility
DMSO : 15 mg/mL (48.19 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 1.5 mg/mL (4.82 mM); Clear solution
This protocol yields a clear solution of ≥ 1.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (15.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
-
-
-
-
Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
-
%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
-
%+
-
+%Tween-80 + +
-
%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
-
Data Sheet (276 KB)
-
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
-
Handling Instructions (2659 KB)
References
[1]. Pallan PS, et al. Effects of N2,N2-dimethylguanosine on RNA structure and stability: crystal structure of an RNA duplex with tandem m2 2G:A pairs. RNA. 2008 Oct;14(10):2125-35. [Content Brief]
[2]. Dai Q, et al. Selective Enzymatic Demethylation of N2 ,N2 -Dimethylguanosine in RNA and Its Application in High-Throughput tRNA Sequencing. Angew Chem Int Ed Engl. 2017;56(18):5017-5020. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.2124 mL | 16.0622 mL | 32.1244 mL | 80.3110 mL |
| 5 mM | 0.6425 mL | 3.2124 mL | 6.4249 mL | 16.0622 mL | |
| 10 mM | 0.3212 mL | 1.6062 mL | 3.2124 mL | 8.0311 mL | |
| 15 mM | 0.2142 mL | 1.0708 mL | 2.1416 mL | 5.3541 mL | |
| 20 mM | 0.1606 mL | 0.8031 mL | 1.6062 mL | 4.0155 mL | |
| 25 mM | 0.1285 mL | 0.6425 mL | 1.2850 mL | 3.2124 mL | |
| 30 mM | 0.1071 mL | 0.5354 mL | 1.0708 mL | 2.6770 mL | |
| 40 mM | 0.0803 mL | 0.4016 mL | 0.8031 mL | 2.0078 mL |
N2,N2-Dimethylguanosine Related Classifications
HY-113137 Related Classifications
Powered by Bioz