Journal
ORGANIC LETTERS
Volume 22, Issue 3, Pages 960-964Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04501
Keywords
-
Categories
Funding
- MOST of China [2018YFA0901901]
- NSFC [31570050, 31522001]
- Shenzhen Peacock Plan [KQTD2015071714043444]
- Open Project of State Key Laboratory of Chemical Oncogenomics
Ask authors/readers for more resources
Mutanobactins (MUBs) and their congeners that contain a macrocycle and/or a thiazepane ring are lipopeptides from Streptococcus mutans, a major causative agent of dental caries. Here we show that the C-terminal reductase domain of MubD releases the lipohexapeptide intermediates in an aldehyde form, which enables a spontaneous C-C macrocyclization. In the presence of a thiol group, the macrocyclized MUBs can further undergo spontaneous C-S bond formation and C-C bond cleavage to generate diverse MUB congeners.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available