Related Experiment Video
Updated: Jan 13, 2026

Quantitative and Qualitative Method for Sphingomyelin by LC-MS Using Two Stable Isotopically Labeled Sphingomyelin Species
Published on: May 7, 2018
A chiral LC-MS strategy for stereochemical assignment of natural products sharing a 3-methylpent-4-en-2-ol moiety in
Rei Suo1, Raku Irie2, Hinako Nakayama1
1College of Bioresource Sciences, Nihon University, Kameino 1866, Fujisawa, Kanagawa 252-0880, Japan.
Abstract:
A terminal 3-methylpent-4-en-2-ol (MPO) moiety is a common structural feature in various polyketide natural products. Stereochemical assignments of this moiety have mainly relied on computational analyses of NMR, ECD, and specific rotation data. However, none of these approaches can be applied to all compounds. In this study, we developed a method to determine the absolute configuration of the terminal MPO moiety with high accuracy and sensitivity by a combination of chemical degradation, chemical synthesis, and chiral LC-MS analysis. The applicability of this method was demonstrated through the stereochemical assignment of (+)-capsulactone (1).
More Related Videos
09:36Author Spotlight: Discovering New Alkaloids in Plants with Advanced Mass Spectrometry Techniques
Published on: March 8, 2024
09:24Standardized Identification of Compound Structure in Tibetan Medicine Using Ion Trap Mass Spectrometry and Multiple-Stage Fragmentation Analysis
Published on: March 17, 2023
Related Concept Videos
Prochirality
Naming Enantiomers
Molecules with Multiple Chiral Centers
Stereoisomerism of Cyclic Compounds
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...