The selective chloromercuration of insulin.
A procedure has been described for the modification of the amino group of glycine methyl ester, and the amino groups of the hormone, insulin, with the reagent p-nitrophenyl-p-chloromercuribenzoate, effecting the introduction of the chloromercuri group at various defined sites in the protein molecule. Reaction for 30 min in dimethylformamide afforded several p-chloromercuribenzoyl-insulin derivatives which were characterized by DEAE-Sephadex and Sephadex G-50 chromatography, amino acid analysis, ultraviolet spectroscopy, deamination and trypsin digestion. These derivatives were also shown to possess high biological activity as judged by the glucose oxidation and radioimmunoassays.
Levy
D
D
Department of Biochemistry, University of Southern California, School of Medicine, Los Angeles, California 90033, USA.
D000818:Animals; D002417:Cattle; D002713:Chlorine / Q000737:chemistry*; D002845:Chromatography / Q000379:methods; D003911:Dextrans / Q000737:chemistry; D004146:Dioxanes / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry; D004983:Ethanolamines / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry; D006868:Hydrolysis; D007328:Insulin / Q000737:chemistry* / Q000378:metabolism; D008628:Mercury / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D011863:Radioimmunoassay / Q000379:methods; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013997:Time Factors; D014357:Trypsin / Q000737:chemistry; D015032:Zinc / Q000737:chemistry
D003911:Dextrans; D004146:Dioxanes; D004220:Disulfides; D004983:Ethanolamines; D007328:Insulin; D002713:Chlorine; C035591:glycine methyl ester; C025614:sephadex; D014357:Trypsin; D008628:Mercury; D005947:Glucose; D015032:Zinc; C025223:1,4-dioxane; C007369:2-diethylaminoethanol; D010100:Oxygen; D005998:Glycine