α-MSH片段类似物Ac-[Nle4,D-Phe7]-α-MSH4-9-NH2具有强大且持久的促黑素活性。

Potent and prolonged melanotropic activities of the alpha-MSH fragment analog, Ac-[Nle4,D-Phe7]-alpha-MSH4-9-NH2.

作者信息

Klemes D G, Kreutzfeld K L, Hadley M E, Cody W L, Hruby V J

出版信息

Biochem Biophys Res Commun. 1986 Jun 13;137(2):722-8. doi: 10.1016/0006-291x(86)91138-1.

Abstract

Ac-[Nle4, D-Phe7]-alpha-MSH4-9-NH2 and Ac-[Nle4]-alpha-MSH4-9-NH2, fragment analogs of the tridecapeptide, alpha-melanocyte stimulating hormone (alpha-MSH, alpha-melanotropin), were synthesized. The potency and prolonged activity of the analogs were compared to alpha-MSH in several melanotropin bioassays. The D-Phe-containing hexapeptide was 10 times more active than alpha-MSH in stimulating melanoma tyrosinase activity. This analog was also 10-fold more potent than alpha-MSH in the lizard skin bioassay and about 10-fold less active in the frog skin bioassay. The melanotropic activity of Ac-[Nle4, D-Phe7]-alpha-MSH4-9-NH2 was considerably prolonged compared to alpha-MSH in each of the bioassays. These results demonstrate that the structural requirements for superpotency and prolonged activity of [Nle4, D-Phe7]-substituted analogs reside within this hexapeptide sequence.

摘要

合成了十三肽α-黑素细胞刺激素（α-MSH，α-促黑激素）的片段类似物Ac-[Nle4, D-Phe7]-α-MSH4-9-NH2和Ac-[Nle4]-α-MSH4-9-NH2。在几种促黑激素生物测定中，将这些类似物的效力和延长活性与α-MSH进行了比较。含D-苯丙氨酸的六肽在刺激黑色素瘤酪氨酸酶活性方面比α-MSH活性高10倍。该类似物在蜥蜴皮肤生物测定中也比α-MSH效力高10倍，而在青蛙皮肤生物测定中活性约低10倍。在每种生物测定中，与α-MSH相比，Ac-[Nle4, D-Phe7]-α-MSH4-9-NH2的促黑活性显著延长。这些结果表明，[Nle4, D-Phe7]取代类似物的超强效力和延长活性的结构要求存在于该六肽序列中。