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甲磺酸乙酯

甲磺酸乙酯

CAS号:62-50-0
英文名:ethyl methanesulfonate
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化合物简介
Ethyl methanesulfonate (EMS) is a mutagenic, teratogenic, and possibly carcinogenic organic compound with formula C3H8SO3. It produces random mutations in genetic material by nucleotide substitution; particularly by guanine alkylation. This typically produces only point mutations. It can induce mutations at a rate of 5x10−4 to 5x10−2 per gene without substantial killing. The ethyl group of EMS reacts with guanine in DNA, forming the abnormal base O-6-ethylguanine. During DNA replication, DNA polymerases that catalyze the process frequently place thymine, instead of cytosine, opposite O-6-ethylguanine. Following subsequent rounds of replication, the original G:C base pair can become an A:T pair (a transition mutation). This changes the genetic information, is often harmful to cells, and can result in disease.
基本信息
编号系统
物化性质
安全信息
生产方法及用途
生产方法
1.由硫酸二甲酯与硫代硫酸钠反应,得到的甲基磺酰氯再与乙醇酯化,即得甲基磺酸乙酯。
2.制法: 将甲磺酰氯
(2)与无水乙醇混合均匀,冷至0℃,搅拌下慢慢滴加吡啶,控制反应液温度不超过10℃。加完后用盐酸酸化,乙醚提取2次。乙醚层水洗、5%的碳酸钠溶液洗涤至pH7~8,无水硫酸钠干燥。蒸出乙醚后减压蒸馏,收集85~86℃/1.33kPa的馏分,得化合物
(1)。
用途
用作菌种诱变剂,以及有机合成和癌症的研究。