Stereochemical Study of Sphingosine by Vibrational Circular Dichroism

Stereochemical Study of Sphingosine by Vibrational Circular Dichroism

Vibrational circular dichroism (VCD) was first applied to the stereochemical analysis of sphingosine. VCD patterns derived from the CC stretch as well as other mid-infrared (IR) regions were practical markers to discriminate all the stereoisomers of intact sphingosine. Glutaraldehyde was found as a...

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Veröffentlicht in:Organic letters 2016-05, Vol.18 (10), p.2327-2330
Hauptverfasser: Nakahashi, Atsufumi, C. Siddegowda, Ananda Kumar, Hammam, Mostafa A. S, Gowda, Siddabasave Gowda B, Murai, Yuta, Monde, Kenji
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Sprache:eng
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Zusammenfassung:Vibrational circular dichroism (VCD) was first applied to the stereochemical analysis of sphingosine. VCD patterns derived from the CC stretch as well as other mid-infrared (IR) regions were practical markers to discriminate all the stereoisomers of intact sphingosine. Glutaraldehyde was found as an excellent derivatizing reagent for sphingosine which improves its solubility in VCD-friendly nonpolar solvents such as chloroform and enhances the VCD intensities by forming a rigid cyclized structure.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b00477