Isolation of a Crystalline A14-(N-Methylpyridinium) Derivative of Bovine Insulin

Abstract

Reaction of insulin with 2-chloro-or tion are described. Highest yields of the derivative 2-iodo-Af-methylpyridinium iodide affords, are obtained using the 2-iodo-A/-methylpyridiamongst others, an insulin analogue modified at nium iodide as reagent. In the mouse convulsion the A 14-tyrosine residue. Degradative procedures assay this derivative retains 72% of its activity, which pinpoint the exact position of modifica- Isolierung eines kristallinen AI4-N-Methylpyridinium-Derivates von RinderinsulinZusammenfassung: Die Reaktion von Insulin mit tionsort genau lokalisiert wird. Die höchsten Aus-2-Chlor-oder 2-Iod-N-methylpyridiniumiodid beuten werden mit 2-Iod-A^-methylpyridinium liefert u.a. ein Insulin-Analogon, das am A-14-erhalten. Im Mäusekrampftest hat dieses Derivat Tyrosin-Rest modifiziert ist. Es werden Abbau-72% der Aktivität der Ausgangssubstanz, reaktionen beschrieben, durch die der Modifika-

An insulin analogue with γ‐amino butyric acid substitution for A13Leu‐A14Tyr

“…A14Tyr has been substituted by a variety of amino acid residues (4–7) and derivatives (8, 9). The results of substitutions show that A14Tyr can tolerate a wide latitude of changes with less decrease in potency and that A14Tyr was not included in the receptor binding region directly (4), while the substitutions for A13Leu (10, 11) resulted in a substantial decrease in biological potency.…”