AI Article Synopsis
- Squalene (SQ) is synthesized by bacteria through a three-step process starting from farnesyl diphosphate (FPP).
- HSQ synthase in bacteria produces (S)-hydroxysqualene (HSQ), while eukaryotic enzymes produce (R)-HSQ from the same precursor.
- Bacterial enzymes cannot use (R)-HSQ as a substrate to produce squalene, highlighting a key difference between bacterial and eukaryotic biosynthesis.
Article Abstract
Squalene (SQ) is a key intermediate in hopanoid biosynthesis. Many bacteria synthesize SQ from farnesyl diphosphate (FPP) in three steps: FPP to (1R,2R,3R)-presqualene diphosphate (PSPP), (1R,2R,3R)-PSPP to hydroxysqualene (HSQ), and HSQ to SQ. Chemical, biochemical, and spectroscopic methods were used to establish that HSQ synthase synthesizes (S)-HSQ. In contrast, eukaryotic squalene synthase catalyzes solvolysis of (1R,2R,3R)-PSPP to give (R)-HSQ. The bacterial enzyme that reduces HSQ to SQ does not accept (R)-HSQ as a substrate.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.5b03546 | DOI Listing |
Publication Analysis
Top Keywords
hopanoid biosynthesis
8
absolute configuration
4
configuration hydroxysqualene
4
hydroxysqualene intermediate
4
intermediate bacterial
4
bacterial hopanoid
4
biosynthesis squalene
4
squalene key
4
key intermediate
4
intermediate hopanoid
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!