Introduction：Basic information about 2'-Deoxyguanosine CAS 961-07-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2'-Deoxyguanosine Basic information
| Product Name: | 2'-Deoxyguanosine |
| Synonyms: | DEOXYGUANOSINE-2';DG;GUANINE DESOXYRIBOSIDE;2'-DEOXY-D-GUANOSINE;A-2'-DEOXYGUANOSINE;9-(2'-DEOXY-BETA-D-RIBOFURANOSYL)GUANINE;O6-Methyl-2’2(acute)-Deoxyguanosine |
| CAS: | 961-07-9 |
| MF: | C10H13N5O4 |
| MW: | 267.24 |
| EINECS: | 213-505-8 |
| Product Categories: | Heterocyclic Compounds;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Pyridines, Pyrimidines, Purines and Pteredines;Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Nucleotides;Pharmaceutical;961-07-9;Nucleosides;Modified（deoxy）nucleoside;Nucleosides-2'-Deoxy Nucleosides |
| Mol File: | 961-07-9.mol |
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2'-Deoxyguanosine Chemical Properties
| 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 |
| pka | 9?+-.0.20(Predicted) |
| form | powder |
| color | White to Off-white |
| PH | 2.37；9.33 |
| Optical Rotation | Consistent with structure |
| Water Solubility | Slightly soluble in water. |
| λmax | 255 (pH 1) |
| BRN | 39814 |
| Major Application | pharmaceutical |
| Cosmetics Ingredients Functions | HAIR CONDITIONING |
| InChIKey | OROIAVZITJBGSM-OJFKHTATSA-N |
| SMILES | [n]2(c3[nH]c(n[c](c3nc2)=O)N)[C@@H]1O[C@@H]([C@H](C1)O)CO |
| 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
| Risk Statements | 20/21/22 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| RTECS | MF8760000 |
| F | 10-23 |
| TSCA | TSCA listed |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
2'-Deoxyguanosine Usage And Synthesis
| Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents. |
| Uses | 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. |
| benefits | 8-Hydroxy-2'-deoxyguanosine (8-OHdG) is the most commonly used marker of DNA oxidation for the diagnosis of oxidative DNA damage and bipolar disorder (BD), as well as for the prevention of plaque formation and for the inhibition of vascular smooth muscle cell activation through Rac1 inactivation. |
| Biological Functions | 2‘-Deoxyguanosine (2’dGuo) is a purine nucleoside metabolite that has been shown to inhibit proliferation-dependent antigen-specific suppressor T cell (Ts) function in mouse and human systems. 2'dGuo also inhibits mitogen-induced T cell proliferation. Low concentrations (40 gM) of 2'dGuo enhanced phytohemagglutinin- and amantadine A-induced T-cell transformation, possibly due to the inhibition of T-cell function leading to the promotion of T-cell growth factor production. T-cell responses were inhibited only when the concentration of 2'dGuo was toxic to lymphocytes.[1]
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| IC 50 | Human Endogenous Metabolite |
| Purification Methods | 2'-Deoxyguanosine recrystallises from H2O as the monohydrate. [Brown &C5440 Lythgoe J Chem Soc 1990 1950, L |
| References | [1] A C HANGLOW; P M L. The effect of 2’deoxyguanosine on human lymphocyte responses. I. 2’deoxyguanosine enhances T lymphocyte responses.[J]. Clinical and experimental immunology, 1985, 59 3: 653-658. |
2'-Deoxyguanosine Preparation Products And Raw materials
| Preparation Products | OCHRATOXIN B-->DMT-dG(dmf) Phosphoramidite-->8-OXO-2'-DEOXYGUANOSINE-->6-THIO-2'-DEOXYGUANOSINE-->2'-DEOXY-4-DESMETHYLWYOSINE |
