Treatment of bovine insulin with 3 mole of tributylphosphine in the presence of excess ethylene imine in aqueous I-propanol at pH 8.2 leads to complete reduction and aminoethylation, affording the aminoethylated insulin A and B chains in excellent yield. Reduction with 1 mole of tributylphosphine under the same conditions is attended by disulphide exchange: The product is a mixture of partially reduced and aminoethylated species which, on further reduction and carboxymethylation, afford A-and B-ehain derivatives with varying ratios of S-aminoethyl-and S-earboxymethyl substituents.
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