Characterization of the trimethylsilyl derivatives of sugar phosphates and related compounds by gas chromatography and gas chromatography-mass spectrometry

✍ Scribed by D.J. Harvey; M.G. Horning

• Publisher: Elsevier Science
• Year: 1973
• Tongue: English
• Weight: 914 KB
• Volume: 76
• Category: Article
• ISSN: 1873-3778
• DOI: 10.1016/s0021-9673(01)97777-5

✦ Synopsis

The gas chromatographic and mass spcctrornetric properties of the trimethylsilyl derivatives of sugar phospates and related compounds were investigated because of the importance of these phosphate esters in intermediary carbohydrate metabolism Aldose-I-, -4, -5-, and -G-phosphates and ketose diphosphates were cliromatographed as the trimcthylsilyl derivatives of the intact phosphate esters; the trimethylsilyl derivatives of the aldose diphospllates were found to be too unstable for chromatography. Substituted osime derivatives were prepared from several of the sugar phosphates in an attempt to reduce the number of gas chromatographic peaks (due to oc-and p-furanose and pyranose structures) and to increase the stability, The trimethylsilyl derivatives of these oximes gave single peaks in many cases, but tlic separation of isomeric liesoses was poor.

The methylene unit values were determinecl for forty-three sugar phosphates and related compounds on a polar (OV-17) ancl a non-polar (S&30) phase. The structures of all derivatives were confirmed by mass spectrometry.