GUANINE DESOXYRIBOSIDE
2'-DEOXYGUANOSINE
CAS: 312693-72-4
Molecular Formula: C10H13N5O4
GUANINE DESOXYRIBOSIDE - Names and Identifiers
GUANINE DESOXYRIBOSIDE - Physico-chemical Properties
| Molecular Formula | C10H13N5O4 |
| Molar Mass | 267.24 |
| Melting Point | >300°C (dec.)(lit.) |
| Solubility | NH4OH 1 M: 50 mg/mL, clear to very faintly turbid, yellow to brown |
| Appearance | powder |
| Color | White to Off-White |
| BRN | 39814 |
| pKa | pK1:2.5(+1) (25°C,μ=0.1) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Use | 2 '-deoxyguanosine monohydrate is a purine nucleoside with various biological activities. It inhibits the formation of HL-60 and K562 leukemia cells (IC50s = 80 and 100 μM, respectively). When used at a concentration of 50 μM, the growth inhibition of 2 '-deoxyguanosine on MOLT-4 T cells and MGL-8 B cells was 99.8% and 68.3%, respectively. |
GUANINE DESOXYRIBOSIDE - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R25 - Toxic if swallowed |
| Safety Description | 45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
GUANINE DESOXYRIBOSIDE - Introduction
Use
2 '-deoxyguanosine monohydrate is a hydrate of 2'-deoxyguanosine. 2 '-deoxyguanosine is an important raw material for the synthesis of oligodeoxynucleotides and other antiviral and anti-tumor nucleic acid drugs.
Application example 2 '-deoxyguanosine is a natural deoxynucleoside, which can be directly used to prepare combined deoxynucleoside drugs or as a chemical reagent for biochemical research; at the same time, it can be used as an intermediate to synthesize some antiviral nucleoside drugs and molecular markers, such as literature (Journal of Medicinal Chemistry,1985, 28:1194-1198) Synthesis of 8-bromo-2'-deoxyguanosine and 8-hydroxy -2'-deoxyguanosine from 2 '-deoxyguanosine and other important molecular markers; The 6-position derivative of 2'-deoxyguanosine is reported in the literature (Tetrahedron Letters,1982,23 (22):2253-2256,1982 Tetrahedron Letters,1990,31(3):319-322), such as 6-methoxy, 6-amino and other important anti-tumor 2 '-deoxyguanosine derivatives; In addition, Chinese patent CN201110114010 publicly reported the use of 2'-deoxyguanosine as raw material to synthesize an important molecular marker N7-guanosine alkylate in the carcinogenic or anti-cancer process.
Preparation
In a 250ml triangular flask, 50ml of culture medium was filled, which contained 1% beef extract, 1% peptone, 0.5% yeast extract, NaCl 0.5%,pH 7.0, sterilized at 118 ℃ for 30min, cooled, fed with acetylbrevis QD96, cultured at 30 ℃ (200r /min) for 16h, the culture medium was frozen and centrifuged at 4000r /min for 30min, washed with 0.05mol/L phosphate buffer (pH7.0), and then centrifuged, the obtained bacteria are stored in cold storage and used as nucleotide phosphorylase for later use.
in a 100ml round bottom flask, 50ml substrate solution is filled, the concentrations of guanylate and thymidine are 40mol/L respectively, the phosphate buffer is 25mmol/L, the amount of bacteria added is 5% (wet weight), the reaction is stirred at 60 ℃ in a constant temperature water bath for 2 hours, the reaction is completed, and the bacteria and a small amount of thymine precipitate are removed by freezing centrifugation. Then the solution contained 24mmol/L deoxyguanosine by HPLC, and the conversion rate reached 60%. 0.26g deoxyguanosine can be obtained by anion exchange resin separation.
Bioactive 2 '-Deoxyguanosine monohydrate is an endogenous metabolite.
Last Update：2024-04-10 22:29:15
GUANINE DESOXYRIBOSIDE - Introduction
2 '-DEOXYGUANOSINE, chemical formula C10H13N5O4 • H2O, is an alkaloid. The following is a description of its nature, use, preparation and safety information:
Nature:
- 2 '-DEOXYGUANOSINE are colorless crystals, soluble in water and acidic solutions.
-Its melting point is about 190°C.
- 2 '-deoxyguanosine is one of the constituent units of DNA, and it is a kind of deoxyribonucleotide.
Use:
- 2 '-DEOXYGUANOSINE are commonly used in biochemistry and molecular biology research as labeling and sequencing reagents for nucleic acid samples.
-It is also used to study biological processes such as DNA repair and mutation.
Preparation Method:
- 2 '-DEOXYGUANOSINE can be obtained synthetically or extracted from natural sources.
-The main preparation method is to pass guanosine into an excess of ammonium nitrite solution to react to obtain 2 '-deoxyguanosine hydrochloride, which is then converted into 2'-deoxyguanosine by hydrochloric acid.
-Finally, 2 '-deoxyguanosine can be crystallized and dried to obtain the monohydrate form.
Safety Information:
- 2 '-DEOXYGUANOSINE are generally safe under normal conditions of use.
-During operation, general laboratory safety measures should be observed, such as wearing appropriate personal protective equipment.
-Avoid contact with skin and eyes, and avoid inhalation or ingestion.
-If exposed to the substance, rinse immediately with plenty of water and seek medical help.
Nature:
- 2 '-DEOXYGUANOSINE are colorless crystals, soluble in water and acidic solutions.
-Its melting point is about 190°C.
- 2 '-deoxyguanosine is one of the constituent units of DNA, and it is a kind of deoxyribonucleotide.
Use:
- 2 '-DEOXYGUANOSINE are commonly used in biochemistry and molecular biology research as labeling and sequencing reagents for nucleic acid samples.
-It is also used to study biological processes such as DNA repair and mutation.
Preparation Method:
- 2 '-DEOXYGUANOSINE can be obtained synthetically or extracted from natural sources.
-The main preparation method is to pass guanosine into an excess of ammonium nitrite solution to react to obtain 2 '-deoxyguanosine hydrochloride, which is then converted into 2'-deoxyguanosine by hydrochloric acid.
-Finally, 2 '-deoxyguanosine can be crystallized and dried to obtain the monohydrate form.
Safety Information:
- 2 '-DEOXYGUANOSINE are generally safe under normal conditions of use.
-During operation, general laboratory safety measures should be observed, such as wearing appropriate personal protective equipment.
-Avoid contact with skin and eyes, and avoid inhalation or ingestion.
-If exposed to the substance, rinse immediately with plenty of water and seek medical help.
Last Update：2024-04-10 22:29:15
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