Thermo Scientific Pierce Iodoacetic Acid (IAA) can react with several protein functional groups but is typically used for specific S-carboxymethylation of sulfhydryls (reduced cysteines).
Iodoacetic acid reacts with sulfhydryls on cysteines, imidazolyl side chain nitrogens of histidines, the thioether of methionine and the primary amine group of lysines.The rate of reaction and specificity is dependent on the ionization level, which can be manipulated by the pH of the reaction condition.
Highlights:
- React at slightly alkaline pH for specific S-carboxymethylation of free sulfhydryls
- React at low pH for specific carboxymethylation of methionines
- React at high pH to favor carboxymethylation of histidines and lysines
Product Details:
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- Chemical name: Iodoacetic acid
- Reactive toward: Sulfhydryl groups
- Chemical formula: C2H3IO2
- CAS number: 64-69-7
- Molecular weight: 185.95
- Form: Solid, powder
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- Chemical name: Iodoacetamide
- Reactive toward: Sulfhydryl groups
- Chemical formula: C2H4INO
- CAS number: 144-48-9
- Molecular weight: 184.96
- Form: Solid, powder
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References:
- Hall, J., et al. (1989). Role of specific lysine residues in the reaction of Rhodobacter sphaeroides cytochrome c2 with the cytochrome bc1 complex. Biochem 28:2568.
- Hermason, G.T. (2008). Bioconjugate Techniques, Second Edition. Academic Press. pp. 109-111.
Related Products:
Ellman's Reagent - assay reagent for measuring free sulfhydryls
Bioconjugate Techniques, Second Edition
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