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
中文名称
甲磺酸乙酯
英文名称
ethyl methanesulfonate
中文别名
甲基磺酸乙酯、甲基磺酸乙酯(EMS)、甲烷磺酸乙酯
英文别名
CB 1528、ethyl methane sulfonate、ETHYL MESYLATE、rcrawastenumberu119、EMS、Ethylmesilate、Methanesulfonic acid, ethyl ester、Ethyl methanesulfonate、methanesulfonic acid ethyl ester、Half-Myleran
CAS号
62-50-0
分子式
C3H8O3S
分子量
124.159
精确质量
124.019
PSA
51.75
LOGP
1.0633
编号系统
UNII
9H154DI0UP
物化性质
外观与性状
无色液体
密度
1.206g/mLat 20°C
沸点
85-86°C10mm Hg(lit.)
熔点
< 25ºC
闪点
100 °C
折射率
n20/D 1.418(lit.)
稳定性
Stable. Combustible. Incompatible with water, alkalies, oxidizing agents.
储存条件
Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed.
安全信息
RTECS号
PB2100000
安全说明
S53-S23-S36/37/39-S45
危险类别码
R46; R22; R40
WGK Germany
3
危险品运输编码
2810
危险类别
6.1
包装等级
II
危险品标志
T
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)。
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。
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