[Exchange of A1-glycine in bovine insulin with L- and D-tryptophan].
Substitution of A1-glycine of insulin by L-amino acids yields in analogues with low biological activity. With D-amino acids in A1 biological activity is essentially retained. Synthesis of [A1-L-tryptophan]- and [A1-D-tryptophan]-insulin should provide information about the position of the side chains of L- and D-amino acids relative to A19-tyrosine, e.g. by evaluation of intramolecular resonance energy transfer between the fluorescent side chains. [A1-D-Tryptophan]-insulin exhibits full biological activity.
D000273:Adipose Tissue / Q000378:metabolism; D000818:Animals; D001786:Blood Glucose / Q000378:metabolism; D002417:Cattle; D002855:Chromatography, Thin Layer; D005947:Glucose / Q000378:metabolism; D005998:Glycine; D066298:In Vitro Techniques; D007328:Insulin / Q000494:pharmacology; D008055:Lipids / Q000096:biosynthesis; D051381:Rats; D013329:Structure-Activity Relationship; D014364:Tryptophan
D001786:Blood Glucose; D007328:Insulin; D008055:Lipids; D014364:Tryptophan; D005947:Glucose; D005998:Glycine
Austausch von A1-Glycin in Rinderinsulin gegen L- und D-Tryptophan.