Jimenéz E C, Olivera B M, Gray W R, Cruz L J
Marine Science Institute, University of the Philippines, Diliman, Quezon City 1101, Philippines.
J Biol Chem. 1996 Nov 8;271(45):28002-5. doi: 10.1074/jbc.271.45.28002.
In this report, we document for the first time the occurrence of D-tryptophan in a normally translated polypeptide, contryphan. The peptide, isolated from the venom of the fish-hunting marine snail Conus radiatus, produces the "stiff-tail" syndrome in mice. Characterization of the octapeptide gave the following sequence, Gly-Cys-Hyp-D-Trp-Glu-Pro-Trp-Cys-NH2 where Hyp = 4-trans-hydroxyproline. The presence of D-tryptophan in position 4 of contryphan was confirmed by chemical synthesis. The post-translational epimerization in all other D-amino acid-containing small peptides characterized previously from vertebrates and molluscan systems is in position 2.
在本报告中，我们首次记录了D -色氨酸在正常翻译的多肽——芋螺毒素中的存在。该肽从捕食鱼类的海洋蜗牛辐射芋螺的毒液中分离得到，可在小鼠中产生“硬尾”综合征。对该八肽的表征给出了以下序列：甘氨酸 - 半胱氨酸 - 4 -反式 - 羟脯氨酸 - D -色氨酸 - 谷氨酸 - 脯氨酸 - 色氨酸 - 半胱氨酸 - 氨基，其中Hyp = 4 -反式 - 羟脯氨酸。通过化学合成证实了芋螺毒素第4位存在D -色氨酸。先前在脊椎动物和软体动物系统中表征的所有其他含D -氨基酸的小肽中的翻译后差向异构化发生在第2位。
