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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

Cyclohexane reagents that have a fixed chiral gauche conformation.
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f7-83_127: Cyclohexane reagents that have a fixed chiral gauche conformation.

Mentions: The gt conformation of the diastereomers derived from reagents 1,2,3, and 4 by the gauche effect could be fixed by forming a ring as shown in Fig. 7. In this way, the fluorescent and chiral labeling reagents 6 for chiral carboxylic acid and 7 for chiral alcohol were prepared.11),12) It should be noted that the gauche effect is not necessary for either 6 or 7 to provide helically chiral gauche diastereomers.


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)

Cyclohexane reagents that have a fixed chiral gauche conformation.
© Copyright Policy - open-access
Related In: Results  -  Collection

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

f7-83_127: Cyclohexane reagents that have a fixed chiral gauche conformation.
Mentions: The gt conformation of the diastereomers derived from reagents 1,2,3, and 4 by the gauche effect could be fixed by forming a ring as shown in Fig. 7. In this way, the fluorescent and chiral labeling reagents 6 for chiral carboxylic acid and 7 for chiral alcohol were prepared.11),12) It should be noted that the gauche effect is not necessary for either 6 or 7 to provide helically chiral gauche diastereomers.

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