2'-Deoxyguanosine
Synonym(s):2′-Deoxyguanosine hydrate;9-(2-Deoxy-β-D -ribofuranosyl)guanine;Guanine-2′-deoxyriboside
- CAS NO.:961-07-9
- Empirical Formula: C10H13N5O4
- Molecular Weight: 267.24
- MDL number: MFCD00080300
- EINECS: 213-505-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-29 14:06:09
What is 2'-Deoxyguanosine?
Chemical properties
White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents.
The Uses of 2'-Deoxyguanosine
2'-Deoxyguanosine (Deoxyguanosine; dG) is composed of the purine nucleoside guanine linked by its N9 nitrogen to the C1 carbon of deoxyribose. It is a purine nucleoside that upon sequential phosphoylation (kinases) forms dGTP which is used by DNA polymerases and reverse transcriptases to synthesis DNA(s). Deoxyguanosine is the most electron rich of the four canonical bases and includes many nucleophilic sites which are susceptible to oxidative damage. This makes deoxyguanosine and its oxidized derivatives useful reagents to study mechanisms of oxidative damage to nucleosides and nucleotides.
Definition
ChEBI: 2'-deoxyguanosine is a purine 2'-deoxyribonucleoside having guanine as the nucleobase. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside. It is functionally related to a guanosine.
Purification Methods
2'-Deoxyguanosine recrystallises from H2O as the monohydrate. [Brown &C5440 Lythgoe J Chem Soc 1990 1950, L
Properties of 2'-Deoxyguanosine
| Melting point: | 300 °C |
| Boiling point: | 410.43°C (rough estimate) |
| Density | 1.3382 (rough estimate) |
| refractive index | -42 ° (C=0.2, 1mol/L NaOH) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | NH4OH 1 M: 50 mg/mL, clear to very faintly turbid, yellow to brown |
| form | powder |
| pka | 9?+-.0.20(Predicted) |
| color | White to Off-white |
| Water Solubility | Slightly soluble in water. |
| BRN | 39814 |
| CAS DataBase Reference | 961-07-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Deoxyguanosine(961-07-9) |
| EPA Substance Registry System | Guanosine, 2'-deoxy- (961-07-9) |
Safety information for 2'-Deoxyguanosine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P501:Dispose of contents/container to..… |
Computed Descriptors for 2'-Deoxyguanosine
| InChIKey | OROIAVZITJBGSM-OJFKHTATSA-N |
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