Liepkaula I K, Skuin'sh A A, Romanovskiĭ P Ia, Porunkevich E A, Ratkevich M P
Bioorg Khim. 1984 Oct;10(10):1326-32.
A cyclic analogue and the corresponding linear segment of the corticotropin molecule, namely ACTH-(5-14)- and [cyclo (Glu gamma-epsilon Lys)]ACTH-(5-14)-decapeptide, both including the specific and unspecific active centers of the ACTH molecule, have been synthesized and studied. The cyclic structure is fixed by amide bond between the glutamic acid and lysine side chains. Condensation of fragments has been realized by azide or DCC/HOBT methods. Cyclization has been achieved using diphenylphosphorylazide. The cyclic analogue has full steroidogenic activity, while its melanotropic activity is 3 orders of magnitude higher than that of the linear decapeptide.
已合成并研究了促肾上腺皮质激素分子的环状类似物及其相应的线性片段，即促肾上腺皮质激素-(5 - 14)-和[环（γ-谷氨酸-ε-赖氨酸）]促肾上腺皮质激素-(5 - 14)-十肽，二者均包含促肾上腺皮质激素分子的特异性和非特异性活性中心。环状结构通过谷氨酸和赖氨酸侧链之间的酰胺键固定。片段的缩合通过叠氮化物或二环己基碳二亚胺/1-羟基苯并三唑方法实现。环化使用二苯基磷酰叠氮化物完成。该环状类似物具有完全的类固醇生成活性，而其促黑素活性比线性十肽高3个数量级。
