O-6-苄基鸟嘌呤
简介药理活性靶点体外研究体内研究 用途与合成方法 MSDS O-6-苄基鸟嘌呤价格(试剂级) 上下游产品信息
中文名称 | O-6-苄基鸟嘌呤 |
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中文同义词 | 6-苄基鸟嘌呤;更昔洛韦杂质12;O6 - 苄基;2-氨基-6-(苄氧基)嘌呤;O-6-苄基鸟嘌呤;O-6-苄基鸟嘌呤 10G;O-6-苄基鸟嘌呤,MGMT 的抑制剂;苄基鸟嘌呤 |
英文名称 | 6-O-Benzylguanine |
英文同义词 | O(sup 6)benzylguanidine;O6-Benzylguanine ,98%;2-Amino-6-(benzyloxy)-9H-purine;6-(Benzyloxy)-1H-purin-2-amine;6-(benzyloxy)-7H-purin-2-aMine;6-(PhenylMethoxy)-9H-purin-2-aMine;NSC 637037;6-benzylguanine |
CAS号 | 19916-73-5 |
分子式 | C12H11N5O |
分子量 | 241.25 |
EINECS号 | 1592732-453-0 |
相关类别 | 其他化学试剂;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;恩替卡韦中间体;原料药API;更昔洛韦;医药、农药及染料中间体;有机化工原料;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;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.) |
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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 |
酸度系数(pKa) | 7.47±0.20(Predicted) |
形态 | 固体 |
颜色 | 灰白色至浅黄色 |
CAS 数据库 | 19916-73-5(CAS DataBase Reference) |
O-6-苄基鸟嘌呤 用途与合成方法
简介
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。
药理活性
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。
靶点
Target | Value |
AGT () |
体外研究
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. |
体内研究
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. |
用途
用于各种DNA修复机制研究。
安全信息
危险品标志 | Xi |
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危险类别码 | 36/37/38 |
安全说明 | 26-36 |
WGK Germany | 3 |
Hazard Note | Irritant |
海关编码 | 29339900 |
MSDS信息
提供商 | 语言 |
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SigmaAldrich | 英文 |
O-6-苄基鸟嘌呤 价格(试剂级)
更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
---|---|---|---|---|---|
2024/08/19 | H60274 | O6-苄基鸟嘌呤, 98% O6-Benzylguanine, 98% | 19916-73-5 | 250mg | 418元 |
2024/08/19 | HY-W002585 | O-6-苄基鸟嘌呤 O6-Benzylguanine | 19916-73-5 | 10mM * 1mLin DMSO | 270元 |
O-6-苄基鸟嘌呤 上下游产品信息
上游原料
氢氧化钠盐酸乙酸乙酯醋酸N,N-二甲基甲酰胺甲苯三氯氧磷乙腈活性炭1,2-二氯乙烷苯甲醇2-氨基-6-氯嘌呤鸟嘌呤四乙基氯化铵