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Development of highly potent chiral discrimination methods that solve the problems of the diastereomer method.

Ohrui H - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2007)

Bottom Line: The development of highly potent chiral discrimination methods that solve the problems of the diastereomer method, in which it is impossible to discriminate the diastereomers having chiral centers separated by more than four bonds, is described.On the basis of the results obtained, a new hypothesis, Induced Chiral Fields that the achiral reversed phase can provide chiral fields depending on the structures of the eluents, is proposed to explain the significant results of separation of the diastereomers derived from newly developed chiral and fluorescent labeling reagents and optical isomers by reversed-phase HPLC, which was hitherto impossible.

View Article: PubMed Central - PubMed

Affiliation: Yokohama College of Pharmacy, Kanagawa, Japan .

ABSTRACT
The development of highly potent chiral discrimination methods that solve the problems of the diastereomer method, in which it is impossible to discriminate the diastereomers having chiral centers separated by more than four bonds, is described. On the basis of the results obtained, a new hypothesis, Induced Chiral Fields that the achiral reversed phase can provide chiral fields depending on the structures of the eluents, is proposed to explain the significant results of separation of the diastereomers derived from newly developed chiral and fluorescent labeling reagents and optical isomers by reversed-phase HPLC, which was hitherto impossible.

No MeSH data available.


Related in: MedlinePlus

Structures of hydroxycarboxylic acids that have plural asymmetric centers.
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Related In: Results  -  Collection


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f4-83_127: Structures of hydroxycarboxylic acids that have plural asymmetric centers.

Mentions: Esters and lactones are labeled with 3 or 4 in one pot, first by treatment of them with TEAC in MeOH and then by evaporation of MeOH followed by treatment with 3 or 4 in CH3CN (or DMF), and the diastereomers are separated by means of normal-phase HPLC. For example, all four stereoisomers of beraprost sodium7) and 3-hydroxy-4-methyloctanoic acid8) (Fig. 4) were separated by labeling with 4.


Development of highly potent chiral discrimination methods that solve the problems of the diastereomer method.

Ohrui H - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2007)

Structures of hydroxycarboxylic acids that have plural asymmetric centers.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3756875&req=5

f4-83_127: Structures of hydroxycarboxylic acids that have plural asymmetric centers.
Mentions: Esters and lactones are labeled with 3 or 4 in one pot, first by treatment of them with TEAC in MeOH and then by evaporation of MeOH followed by treatment with 3 or 4 in CH3CN (or DMF), and the diastereomers are separated by means of normal-phase HPLC. For example, all four stereoisomers of beraprost sodium7) and 3-hydroxy-4-methyloctanoic acid8) (Fig. 4) were separated by labeling with 4.

Bottom Line: The development of highly potent chiral discrimination methods that solve the problems of the diastereomer method, in which it is impossible to discriminate the diastereomers having chiral centers separated by more than four bonds, is described.On the basis of the results obtained, a new hypothesis, Induced Chiral Fields that the achiral reversed phase can provide chiral fields depending on the structures of the eluents, is proposed to explain the significant results of separation of the diastereomers derived from newly developed chiral and fluorescent labeling reagents and optical isomers by reversed-phase HPLC, which was hitherto impossible.

View Article: PubMed Central - PubMed

Affiliation: Yokohama College of Pharmacy, Kanagawa, Japan .

ABSTRACT
The development of highly potent chiral discrimination methods that solve the problems of the diastereomer method, in which it is impossible to discriminate the diastereomers having chiral centers separated by more than four bonds, is described. On the basis of the results obtained, a new hypothesis, Induced Chiral Fields that the achiral reversed phase can provide chiral fields depending on the structures of the eluents, is proposed to explain the significant results of separation of the diastereomers derived from newly developed chiral and fluorescent labeling reagents and optical isomers by reversed-phase HPLC, which was hitherto impossible.

No MeSH data available.


Related in: MedlinePlus