O-6-苄基鸟嘌呤
| 中文名称 | O-6-苄基鸟嘌呤 |
|---|---|
| 中文同义词 | 6-苄基鸟嘌呤;2-氨基-6-(苄氧基)嘌呤;O-6-苄基鸟嘌呤;O-6-苄基鸟嘌呤 10G;苄基鸟嘌呤;2-氨基-6-苄氧基鸟嘌呤;6-O-苄基鸟嘌呤;O-6-苄基鸟嘌呤,2-氨基-6-(苄氧基)嘌呤 |
| 英文名称 | 6-O-Benzylguanine |
| 英文同义词 | O(sup 6)benzylguanidine;2-Amino-6-(benzyloxy)-9H-purine;6-(Benzyloxy)-1H-purin-2-amine;6-(PhenylMethoxy)-9H-purin-2-aMine;NSC 637037;6-oxo -benzylguanine;6-O-Benzylguanine(O6BG);9H-Purin-2-amine,6-(phenylmethoxy)- |
| CAS号 | 19916-73-5 |
| 分子式 | C12H11N5O |
| 分子量 | 241.25 |
| EINECS号 | 1592732-453-0 |
| 相关类别 | 抗肿瘤类药物及免疫抑制剂;酶与辅酶;中间体;生化试剂;嘌呤;医药中间体;其他化学试剂;恩替卡韦中间体;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Alkylguanine-DNA alkyltransferase, mammalian DNA repair proteinApoptosis and Cell Cycle;DNA Repair Regulators;A to;DNA metabolism;Enzyme Inhibitors by Enzyme;原料药API;更昔洛韦;医药、农药及染料中间体;有机化工原料;化工;抗病毒 |
| Mol文件 | 19916-73-5.mol |
| 结构式 |  |
O-6-苄基鸟嘌呤 性质
| 熔点 | 193(dec.) |
|---|---|
| 沸点 | 459.3±55.0 °C(Predicted) |
| 密度 | 1.48±0.1 g/cm3(Predicted) |
| 储存条件 | room temp |
| 溶解度 | 溶于甲醇，溶解度20mg/mL |
| 形态 | 固体 |
| 酸度系数(pKa) | 7.47±0.20(Predicted) |
| 颜色 | 灰白色至浅黄色 |
| CAS 数据库 | 19916-73-5(CAS DataBase Reference) |
O6-Benzylguanine 是鸟嘌呤类似物，是 DNA 修复酶 O6 烷基鸟嘌呤DNA烷基转移酶 (MGMT/AGT) 抑制剂。
O6-Benzylguanine 作为 AGT 底物，将其苄基转移到 AGT 半胱氨酸残基上，从而不可逆地灭活 AGT 并阻止 DNA 修复。O6-Benzylguanine 诱导肿瘤细胞凋亡，具有抗肿瘤活性。| Target | Value |
|
AGT
() |
The L3.6pl cells are relatively sensitive to O6-Benzylguanine (24-72 hours) in a dose- and time-dependent manner. The IC
50
is 50 μg (at 48 hours).
O6-Benzylguanine (50 μg; 48 hours) modulates p53 downstream target protein expression, induces apoptosis, and decreases cell proliferation.
O6-Benzylguanine (50 μg; 48 hours) significantly decreases the MGMT transcriptional activity in L3.6pl.
Western Blot Analysis
| Cell Line: | L3.6pl and PANC1 cells |
| Concentration: | 50 μg |
| Incubation Time: | 48 hours |
| Result: | Expressions of O6 methyl guanine DNA methyl transferase (MGMT), cyclin B1, cyclin B2, cyclin A, p53, and ki-67 were decreased, whereas p21 was increased. The levels of cyto C and caspase 9 were increased, whereas the levels of PARP1 protein were decreased. |
RT-PCR
| Cell Line: | L3.6pl cells |
| Concentration: | 50 μg |
| Incubation Time: | 48 hours |
| Result: | Decreased the MGMT transcriptional activity in L3.6pl. |
O6-Benzylguanine (100 μg; i.p.; daily for 35 days) inhibits pancreatic cancer cell growth and increases pancreatic cell sensitivity to Gemcitabine (100 mg/kg).
O6-Benzylguanine inhibits pancreatic cancer cell proliferation and induces tumor cell apoptosis in vivo.
| Animal Model: | Male athymic nude mice (NCI-nu) (bearing human pancreatic cancer L3.6pl cells) |
| Dosage: | 100 μg |
| Administration: | i.p; daily for 35 days |
| Result: | Significantly decreased median tumor volume and weight. |
| 提供商 | 语言 |
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英文
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| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2024/01/25 | HY-W002585 | O6-Benzylguanine | 5 mg | 150元 | |
| 2024/01/25 | HY-W002585 | O-6-苄基鸟嘌呤 O6-Benzylguanine | 19916-73-5 | 10mg | 240元 |