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[(2)H26]-1-表蒈醇,一种来自灰色链霉菌的完全氘代天然产物。

[(2)H26]-1-epi-Cubenol, a completely deuterated natural product from Streptomyces griseus.

机构信息

Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.

出版信息

Beilstein J Org Chem. 2013 Dec 10;9:2841-5. doi: 10.3762/bjoc.9.319. eCollection 2013.

DOI:10.3762/bjoc.9.319
PMID:24367448
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3869315/
Abstract

During growth on fully deuterated medium the volatile terpene [(2)H26]-1-epi-cubenol was released by the actinomycete Streptomyces griseus. This compound represents the first completely deuterated terpene obtained by fermentation. Despite a few previous reports in the literature the operability of this approach to fully deuterated compounds is still surprising, because the strong kinetic isotope effect of deuterium is known to slow down all metabolic processes in living organisms. Potential applications of completely labelled compounds from natural sources in structure elucidation, biosynthetic or pharmacokinetic investigations are discussed.

摘要

在完全氘代培养基中生长时,放线菌灰色链霉菌会释放挥发性萜类 [(2)H26]-1-表-蒈烯醇。该化合物是通过发酵获得的第一个完全氘代萜类化合物。尽管文献中有一些先前的报道,但这种方法对完全氘代化合物的可操作性仍然令人惊讶,因为众所周知,氘的强动力学同位素效应会减缓生物体内的所有代谢过程。来自天然来源的完全标记化合物在结构阐明、生物合成或药代动力学研究中的潜在应用也进行了讨论。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/5525eb320cee/Beilstein_J_Org_Chem-09-2841-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/991796ef392f/Beilstein_J_Org_Chem-09-2841-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/437f8fcff18f/Beilstein_J_Org_Chem-09-2841-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/38848efd4e4f/Beilstein_J_Org_Chem-09-2841-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/5525eb320cee/Beilstein_J_Org_Chem-09-2841-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/991796ef392f/Beilstein_J_Org_Chem-09-2841-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/437f8fcff18f/Beilstein_J_Org_Chem-09-2841-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/38848efd4e4f/Beilstein_J_Org_Chem-09-2841-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1633/3869315/5525eb320cee/Beilstein_J_Org_Chem-09-2841-g005.jpg

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