Carbodiimide-mediated O-sulfation of hydroxy-amino acids and peptides: a reaction suitable for radiolabeling
Journal Article
·
· Arch. Biochem. Biophys.; (United States)
Carbodiimide-mediated sulfation of hydroxy-amino acids, peptides, and proteins can be accomplished in dry dimethylformamide by incubation in a 20-50 molar excess of sulfuric acid and various concentrations of dicyclohexyl carbodiimide ((1-ethyl-(3-dimethylaminopropyl)carbodiimide or 1-cyclohexyl-3-(2-morpholoethyl)carbodiimide p-toluene sulfonate)) at 4 degrees C for 2-4 h. Under these conditions, hydroxy-amino acids are quantitatively converted into O-sulfates, while cysteine yields the S-sulfonate. Other amino acids, including tryptophan, do not react and are recovered quantitatively. Porcine sodium insulin yields a product that can be separated into six bands by nondenaturing polyacrylamide gel electrophoresis. Radiolabeling of peptides by this method can be carried out with a high degree of efficiency if the added (/sup 35/S)sulfuric acid is used carrier free with an acid excess provided by trifluoromethyl sulfonic acid. Under these conditions, over 60% of (/sup 35/S)sulfuric acid was incorporated into insulin and bovine serum albumin. This method may prove useful in the radiolabeling of other peptides and proteins.
- Research Organization:
- Rockefeller Univ., New York, NY
- OSTI ID:
- 5186029
- Journal Information:
- Arch. Biochem. Biophys.; (United States), Journal Name: Arch. Biochem. Biophys.; (United States) Vol. 2; ISSN ABBIA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ALBUMINS
AMINO ACIDS
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
DAYS LIVING RADIOISOTOPES
ELECTROPHORESIS
EVEN-ODD NUCLEI
HORMONES
HYDROGEN COMPOUNDS
IMIDES
INORGANIC ACIDS
INSULIN
ISOTOPES
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PEPTIDE HORMONES
PEPTIDES
PROTEINS
RADIOISOTOPES
SULFATES
SULFUR 35
SULFUR COMPOUNDS
SULFUR ISOTOPES
SULFURIC ACID
SYNTHESIS
400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ALBUMINS
AMINO ACIDS
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
DAYS LIVING RADIOISOTOPES
ELECTROPHORESIS
EVEN-ODD NUCLEI
HORMONES
HYDROGEN COMPOUNDS
IMIDES
INORGANIC ACIDS
INSULIN
ISOTOPES
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PEPTIDE HORMONES
PEPTIDES
PROTEINS
RADIOISOTOPES
SULFATES
SULFUR 35
SULFUR COMPOUNDS
SULFUR ISOTOPES
SULFURIC ACID
SYNTHESIS