Modification of cysteine residues with N-methyl iodoacetamide.
Cysteine residues derivatized with N-methyl iodoacetamide (MIAA) can be analyzed by the Edman sequencing with a high degree of reliability. By HPLC, the phenylthiohydantoin (PTH) derivative of MIAA-modified cysteine eluted between dimethylphenylthiourea and PTH-Ala--a wide gap which is not occupied or interfered with by any other by-products or PTH amino acids. During extended Edman degradation, the recovery of PTH derivative of MIAA-modified Cys was as quantitative and reproducible as that of other stable PTH derivatives such as Ala, Val, and Leu.
Ramseier
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Pharmaceuticals Research Laboratory, Ciba-Geigy Ltd., Basel, Switzerland.
Chang
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JY
D000596:Amino Acids / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003545:Cysteine; D004220:Disulfides / Q000032:analysis; D006629:Hirudins / Q000737:chemistry; D007202:Indicators and Reagents; D007460:Iodoacetamide / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D010669:Phenylthiohydantoin; D053491:Proteinase Inhibitory Proteins, Secretory; D011506:Proteins / Q000737:chemistry*; D015842:Serine Proteinase Inhibitors / Q000737:chemistry
D000596:Amino Acids; D004220:Disulfides; D006629:Hirudins; D007202:Indicators and Reagents; C091256:N-methyliodoacetamide; D053491:Proteinase Inhibitory Proteins, Secretory; D011506:Proteins; D015842:Serine Proteinase Inhibitors; D010669:Phenylthiohydantoin; D003545:Cysteine; D007460:Iodoacetamide