Methyl methanesulfonate

Methyl methanesulfonate (MMS), also known as methyl mesylate, is an alkylating agent and a carcinogen.

It is also a suspected reproductive toxicant, and may also be a skin/sense organ toxicant.

[2] MMS methylates DNA predominantly on N7-deoxyguanosine and N3-deoxyadenosine, and to a much lesser extent also methylates at other oxygen and nitrogen atoms in DNA bases, and also methylates one of the non-carbon bound oxygen atoms of the phosphodiester linkage.

Originally, this action was believed to directly cause double-stranded DNA breaks, because homologous recombination-deficient cells are particularly vulnerable to the effects of MMS.

[3] However, it is now believed that MMS stalls replication forks, and cells that are homologous recombination-deficient have difficulty repairing the damaged replication forks.

Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model