期刊
TETRAHEDRON LETTERS
卷 45, 期 15, 页码 3093-3096出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.02.090
关键词
squalene cyclase; triterpene synthase; unnatural natural products
Squalene:hopene cyclase (SHC) from Alicyclobacillus acidocaldarius accepted 26-methylidenesqualene (26-MS) and 27-methylidenesqualene (27-MS) as a substrate and converted to novel pentacyclic C-31 polyprenoids; a dammarene derivative with a 6.6.6.5+6 ring system and 26-methylidene-hop-22(29)-ene, respectively. The broad substrate specificity of the enzyme provided important information on the structure and function of SHC. Interestingly, 27-MS was also found to be a potent inhibitor of the bacterial SHC (IC50=5 muM), while 26-MS just showed poor enzyme inhibition (IC50=ca. 100 muM). (C) 2004 Elsevier Ltd. All rights reserved.
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