Oh Hyun-Sik, Kim Seunghee, Cho Hyeongjin, Lee Keun-Hyeung
Department of Chemistry, Inha University, 253 Younghyong-Dong, Nam-Gu, Inchon-City 402-751, South Korea.
Bioorg Med Chem Lett. 2004 Mar 8;14(5):1109-13. doi: 10.1016/j.bmcl.2003.12.085.
Seven depsipeptides were synthesized by appending seven amino acids (Lys, Leu, Val, Phe, Ser, Gln, and Pro) at the N-terminus of the active fragment [TE-(33-43)], respectively corresponding to the C-terminal beta sheet domain of tenecin 1, an antibacterial protein and their activities were measured against Staphylococcus aureus. Considering the relationship between the activity and the characteristic of amino acid at the N-terminal of the peptide, novel derivatives were designed and synthesized from TE-(33-43) by introduction of fatty acids at the N-terminal. In this process, we synthesized novel lipid-peptide hybrid compounds with a potent antibacterial activity and more improved bioavailabilities. We characterized the important structural parameters of the lipid-peptide hybrid compounds for the antibacterial activities.
通过分别在活性片段[TE-(33-43)]的N端连接七个氨基酸（赖氨酸、亮氨酸、缬氨酸、苯丙氨酸、丝氨酸、谷氨酰胺和脯氨酸）合成了七种缩肽，它们分别对应于抗菌蛋白tenecin 1的C端β折叠结构域，并测定了它们对金黄色葡萄球菌的活性。考虑到肽N端氨基酸的活性与特性之间的关系，通过在TE-(33-43)的N端引入脂肪酸设计并合成了新型衍生物。在此过程中，我们合成了具有强效抗菌活性和更高生物利用度的新型脂肽杂合化合物。我们表征了脂肽杂合化合物抗菌活性的重要结构参数。
