Complex polyketides are characterized by multiple chiral centers harboring hydroxyl and alkyl substituents.
The MCDL representation of multiple chiral centers in a molecule consists of a sequence of atomic configuration descriptors (one for each of the chiral centers), listed in descending priority order of the chiral fragments (smallest ASCII value first) and separated by semicolons.
At the same time, sugars are characterized by specific and very sensitive structural features such as multiple chiral centers on each ring.
They showed the separation of ephedrine and pseudoephedrine-containing multiple chiral centers by coupling CEC to MS (He, Wang, Morill, and Shamsi, 2012).
While treatment of structures with multiple chiral centers in the MCDL is straightforward in many cases, the presence of multiple chiral centers in certain quasi-symmetrical structures may lead to complications due to the fact that the unique part of the MCDL linear descriptor is generated without consideration of stereochemistry.
As in the case of compounds with multiple chiral centers, the generation of a unique double bond descriptor for compounds with multiple double bonds having certain symmetry elements can be complicated.
2-Deoxy-d-ribose-5-phosphate aldolase (DERA) belongs to the family of lyases and can form C C bonds to generate multiple chiral centers, thus providing an interesting route to produce key chiral compounds.
We then weeded out those that were commercially unavailable or have multiple chiral centers, poor solubility, or poor cell permeability.
The presence of multiple chiral centers and different functional groups may undergo multiple interactions with the analyte enantiomeric molecules for chiral recognition in a similar way to other macrocyclic antibiotic chiral selectors [ 6].
The end result is a molecule of often complex structure, with multiple chiral centers and functional groups such as sugars, halogens, sulfates, acyl groups and others.
