cPrPMEDAP
Based on 1 Customer Validation
cPrPMEDAP is an intermediate metabolite of GS-9219. cpr-PMEDAP functions as a proagent of the guanine nucleotide analog PMEG and has antiproliferative activity. cPrPMEDAP is negatively charged at physiologic pH and has poor permeability into the skin.
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研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度: 99.62%
- CAS 番号: 182798-83-0
- 分子式: C11H17N6O4P
- 分子量:328.26
-
保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
生物活性
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| Ca-Ski | EC50 |
1410 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-transformed human CaSki cells after 7 days by SRB assay
Antiproliferative activity against HPV-transformed human CaSki cells after 7 days by SRB assay
|
[PMID: 19398642] |
| CCRF-HSB-2 | CC50 |
3 μM
Compound: PME-cPrDAP
|
Cytotoxicity against human HSB2 cell after 4 hrs by MTS assay
Cytotoxicity against human HSB2 cell after 4 hrs by MTS assay
|
[PMID: 18852272] |
| Daudi | CC50 |
20 μM
Compound: PME-cPrDAP
|
Cytotoxicity against human Daudi cell after 4 hrs by MTS assay
Cytotoxicity against human Daudi cell after 4 hrs by MTS assay
|
[PMID: 18852272] |
| HeLa | EC50 |
6930 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-transformed human HeLa cells after 7 days by SRB assay
Antiproliferative activity against HPV-transformed human HeLa cells after 7 days by SRB assay
|
[PMID: 19398642] |
| HFF | CC50 |
>100 μM
Compound: PME-cPrDAP
|
Cytotoxicity against human HFF cells after 7 days by neutral red dye method
Cytotoxicity against human HFF cells after 7 days by neutral red dye method
|
[PMID: 18852272] |
| HFF | CC50 |
150 μM
Compound: PME-cPrDAP
|
Cytotoxicity against human HFF cells
Cytotoxicity against human HFF cells
|
[PMID: 18852272] |
| HFF | EC50 |
<0.06 μM
Compound: PME-cPrDAP
|
Antiviral activity against Murine cytomegalovirus Smith infected in HFF cells by plaque reduction assay
Antiviral activity against Murine cytomegalovirus Smith infected in HFF cells by plaque reduction assay
|
[PMID: 18852272] |
| HFF | EC50 |
0.4 μM
Compound: PME-cPrDAP
|
Antiviral activity against Human cytomegalovirus AD169 infected in HFF cells by plaque reduction assay
Antiviral activity against Human cytomegalovirus AD169 infected in HFF cells by plaque reduction assay
|
[PMID: 18852272] |
| HFF | EC50 |
0.8 μM
Compound: PME-cPrDAP
|
Antiviral activity against Varicella zoster virus Ellen infected in HFF cells by plaque reduction assay
Antiviral activity against Varicella zoster virus Ellen infected in HFF cells by plaque reduction assay
|
[PMID: 18852272] |
| HFF | EC50 |
4 μM
Compound: PME-cPrDAP
|
Antiviral activity against herpes simplex virus 1 E-377 infected in HFF cells by plaque reduction assay
Antiviral activity against herpes simplex virus 1 E-377 infected in HFF cells by plaque reduction assay
|
[PMID: 18852272] |
| HFF | EC50 |
7.9 μM
Compound: PME-cPrDAP
|
Antiviral activity against herpes simplex virus 2 MS infected in HFF cells by plaque reduction assay
Antiviral activity against herpes simplex virus 2 MS infected in HFF cells by plaque reduction assay
|
[PMID: 18852272] |
| HT-3 | EC50 |
7040 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-non-transformed human HT3 cells after 7 days by SRB assay
Antiproliferative activity against HPV-non-transformed human HT3 cells after 7 days by SRB assay
|
[PMID: 19398642] |
| ME-180 | EC50 |
8320 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-transformed human ME180 cells after 7 days by SRB assay
Antiproliferative activity against HPV-transformed human ME180 cells after 7 days by SRB assay
|
[PMID: 19398642] |
| MOLT-3 | CC50 |
8.5 μM
Compound: PME-cPrDAP
|
Cytotoxicity against human MOLT3 cell after 4 hrs by MTS assay
Cytotoxicity against human MOLT3 cell after 4 hrs by MTS assay
|
[PMID: 18852272] |
| MOLT-3 | EC50 |
6.4 μM
Compound: PME-cPrDAP
|
Antiviral activity against Human herpesvirus 6B Z29 infected in human MOLT-3 cells
Antiviral activity against Human herpesvirus 6B Z29 infected in human MOLT-3 cells
|
[PMID: 18852272] |
| SCC-4 | EC50 |
1430 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-non-transformed human SCC4 cells after 7 days by SRB assay
Antiproliferative activity against HPV-non-transformed human SCC4 cells after 7 days by SRB assay
|
[PMID: 19398642] |
| SCC-9 | EC50 |
10100 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-non-transformed human SCC9 cells after 7 days by SRB assay
Antiproliferative activity against HPV-non-transformed human SCC9 cells after 7 days by SRB assay
|
[PMID: 19398642] |
| SiHa | EC50 |
1500 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 6 to 9 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 6 to 9 hrs by ELISA
|
[PMID: 19398642] |
| SiHa | EC50 |
1860 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 to 6 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 to 6 hrs by ELISA
|
[PMID: 19398642] |
| SiHa | EC50 |
2300 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 24 to 27 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 24 to 27 hrs by ELISA
|
[PMID: 19398642] |
| SiHa | EC50 |
2650 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 48 to 51 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 48 to 51 hrs by ELISA
|
[PMID: 19398642] |
| SiHa | EC50 |
290 nM
Compound: cPrPMEDAP
|
Antiproliferative activity against HPV-transformed human SiHa cells after 7 days by SRB assay
Antiproliferative activity against HPV-transformed human SiHa cells after 7 days by SRB assay
|
[PMID: 19398642] |
| SiHa | EC50 |
8840 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 hrs by ELISA
|
[PMID: 19398642] |
| SiHa | EC50 |
>20000 nM
Compound: cPrPMEDAP
|
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 72 to 75 hrs by ELISA
Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 72 to 75 hrs by ELISA
|
[PMID: 19398642] |
cPrPMEDAP shows antiproliferative activity in SiHa cells with an EC50 of 290 nM (SiHa cells: HPV-transformed cervical carcinoma cell lines)[1].
PMEG forms an active phosphorylated metabolite, PMEG diphosphate (PMEG-DP), in cells, which inhibits the growth of various transformed cell lines due to potent inhibition of the nuclear DNA polymerases α, δ and ?, resulting in inhibition of DNA synthesis and/or DNA repair. In animal models, PMEG has antiproliferative effects; the utility of PMEG as an antiproliferative agent is limited by its poor cellular permeability and toxicity. cPrPMEDAP has similar antiproliferative effects in vitro and reduced toxicity in vivo but, like PMEG, is negatively charged at physiologic pH and has poor permeability into the skin[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
化学情報
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CAS 番号 182798-83-0
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性状 Solid
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分子量 328.26
-
分子式 C11H17N6O4P
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Color Off-white to light yellow
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SMILES
NC1=NC(NC2CC2)=C3N=CN(CCOCP(O)(O)=O)C3=N1
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
溶剤 & 溶解度
DMSO : 10 mg/mL (30.46 mM; ultrasonic and warming and heat to 60°C; 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. 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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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データシート (272 KB)
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SDS (251 KB)
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- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
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取扱説明書 (2659 KB)
参考文献
[1]. Compton ML, et al. 9-(2-Phosphonylmethoxyethyl)-N6-cyclopropyl-2,6-diaminopurine (cpr-PMEDAP) as a prodrug of 9-(2-phosphonylmethoxyethyl)guanine (PMEG). Biochem Pharmacol. 1999;58(4):709-714. [Content Brief]
[2]. Wolfgang GH, et al. GS-9191 is a novel topical prodrug of the nucleotide analog 9-(2-phosphonylmethoxyethyl)guanine with antiproliferative activity and possible utility in the treatment of human papillomavirus lesions. Antimicrob Agents Chemother. 2009;53(7):2777-2784. [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. 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 | 3.0464 mL | 15.2318 mL | 30.4637 mL | 76.1591 mL |
| 5 mM | 0.6093 mL | 3.0464 mL | 6.0927 mL | 15.2318 mL | |
| 10 mM | 0.3046 mL | 1.5232 mL | 3.0464 mL | 7.6159 mL | |
| 15 mM | 0.2031 mL | 1.0155 mL | 2.0309 mL | 5.0773 mL | |
| 20 mM | 0.1523 mL | 0.7616 mL | 1.5232 mL | 3.8080 mL | |
| 25 mM | 0.1219 mL | 0.6093 mL | 1.2185 mL | 3.0464 mL | |
| 30 mM | 0.1015 mL | 0.5077 mL | 1.0155 mL | 2.5386 mL |