A concise stereoselective synthesis of orthogonally protected lanthionine and β-methyllanthionine
A concise stereoselective synthesis of orthogonally protected lanthionine and β-methyllanthionine
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DOI：
10.1039/b618178c
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发表时间：
2007-01-01
影响因子：
3.2
通讯作者：
Vederas, John C.
中科院分区：
文献类型：
--
作者：
Cobb, Steven L.;Vederas, John C.
乳酸链球菌素等抗生素对大多数革兰氏阳性菌具有活性，是一类重要的抗菌剂。这些核糖体合成的肽含有一种或两种不寻常的氨基酸中-甲硫氨酸（m-Lan）或β -甲基硫氨酸（β - melan）。氨基甲酸酯的亲核开环使得制备立体化学纯的m-Lan和β - melan衍生物具有固相合成l抗生素类似物的正交保护。
Lantibiotics such as nisin are active against most Gram-positive bacteria and constitute an important class of antibacterial agents. These ribosomally synthesized peptides contain either one or both of the unusual amino acids meso-lanthionine (m-Lan) or beta-methyllanthionine (beta-MeLan). Nucleophilic ring opening of sulfamidates allows facile preparation of stereochemically pure derivatives of m-Lan and beta-MeLan with orthogonal protection for solid phase synthesis of lantibiotic analogues.