N-Ethylmaleimide: Difference between revisions
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'''''N''-Ethylmaleimide''' (NEM) is a chemical derivative of [[maleic acid]] [[imide]] or [[maleic acid]]. It is a thiol reactive compound commonly used to modify cystine residues in proteins and peptides<ref>Invitrogen</ref>. It can be used to irreversibly inhibit the formation of [[cystine]] linking in proteins, whereas bifunctional analogues such as p-NN'-phenylenebismaleimide can be used as cross-linking reagent for cystine residues<ref>Lutter, L. C., Zeichhardt, H., Kurland, C. G. & Stoffier,G. (1972) Mol. Gen. Genet. 119, 357-366</ref>. While reaction with thiols takes place in the pH range 6.5-7.5, NEM may react with amines or undergo hydrolysis at a more alkaline pH<ref>Gregory, J. D. (1955) J. Ain. Chemn. Soc. 77, 3922-3923</ref>. |
'''''N''-Ethylmaleimide''' (NEM) is a chemical derivative of [[maleic acid]] [[imide]] or [[maleic acid]]. It is a thiol reactive compound commonly used to modify cystine residues in proteins and peptides<ref>[http://probes.invitrogen.com/handbook/sections/0201.html] at [[Invitrogen]]</ref>. It can be used to irreversibly inhibit the formation of [[cystine]] linking in proteins, whereas bifunctional analogues such as p-NN'-phenylenebismaleimide can be used as cross-linking reagent for cystine residues<ref>Lutter, L. C., Zeichhardt, H., Kurland, C. G. & Stoffier,G. (1972) Mol. Gen. Genet. 119, 357-366</ref>. While reaction with thiols takes place in the pH range 6.5-7.5, NEM may react with amines or undergo hydrolysis at a more alkaline pH<ref>Gregory, J. D. (1955) J. Ain. Chemn. Soc. 77, 3922-3923</ref>. |
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It has been observed that after addition of NEM vesicular transport was blocked. After identification of the responsible protein it was called [[N-ethylmaleimide sensitive fusion protein|''N''-ethylmaleimide-sensitive factor]] (NSF). 20 to 25 mM of NEM is also used in lysis buffer to inhibit de-sumoylation of proteins for Western Blot analysis. NEM is also used as an inhibitor of deubiquitinases. |
It has been observed that after addition of NEM vesicular transport was blocked. After identification of the responsible protein it was called [[N-ethylmaleimide sensitive fusion protein|''N''-ethylmaleimide-sensitive factor]] (NSF). 20 to 25 mM of NEM is also used in lysis buffer to inhibit de-sumoylation of proteins for Western Blot analysis. NEM is also used as an inhibitor of deubiquitinases. |
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Revision as of 20:55, 31 January 2008
N-Ethylmaleimide (NEM) is a chemical derivative of maleic acid imide or maleic acid. It is a thiol reactive compound commonly used to modify cystine residues in proteins and peptides[1]. It can be used to irreversibly inhibit the formation of cystine linking in proteins, whereas bifunctional analogues such as p-NN'-phenylenebismaleimide can be used as cross-linking reagent for cystine residues[2]. While reaction with thiols takes place in the pH range 6.5-7.5, NEM may react with amines or undergo hydrolysis at a more alkaline pH[3].
It has been observed that after addition of NEM vesicular transport was blocked. After identification of the responsible protein it was called N-ethylmaleimide-sensitive factor (NSF). 20 to 25 mM of NEM is also used in lysis buffer to inhibit de-sumoylation of proteins for Western Blot analysis. NEM is also used as an inhibitor of deubiquitinases.
References
- ^ [1] at Invitrogen
- ^ Lutter, L. C., Zeichhardt, H., Kurland, C. G. & Stoffier,G. (1972) Mol. Gen. Genet. 119, 357-366
- ^ Gregory, J. D. (1955) J. Ain. Chemn. Soc. 77, 3922-3923
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