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Inside Amber: The Structural Role of Succinic Acid in Class Ia and Class Id Resinite.

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Title: Inside Amber: The Structural Role of Succinic Acid in Class Ia and Class Id Resinite.
Authors: Poulin, Jennifer1 jennifer.poulin@pch.gc.ca, Helwig, Kate1
Source: Analytical Chemistry. 8/5/2014, Vol. 86 Issue 15, p7428-7435. 8p.
Subjects: Succinic acid, Resinite, Molecular structure, Pyrolysis gas chromatography, Diterpenes
Abstract: For the first time, molecular evidence of the structural role played by succinic acid within the macromolecular structure of Class Ia and Class Id resinite is presented. Using a novel gas chromatographic methodology, communol (Class Ia) and ozol (Class Id) moieties within the polylabdane matrix are shown to be cross-linked with succinic acid. Samples were analyzed using pyrolysis-gas chromatography-mass spectrometry with in situ hexamethyldisilazane derivatization, using a thermal separation probe to perform the pyrolysis and sample introduction. The relatively slow rate of heating and prolonged pyrolysis of resinites using this new methodology, combined with the use of a mild derivatization reagent, allowed communol pyrolysates from Class Ia resinite and ozol pyrolysates from Class Id resinite to elute with unbroken succinyl ester cross-linkages. These results provide direct molecular evidence that the key role of succinic acid within Class Ia and Class Id resinite is to cross-link the macromolecular structure. In the Class Id resinite, the methodology also allowed the detection of succinyl ester linkages between ozol pyrolysates and dehydroabietol, thus demonstrating that nonpolymerized diterpenes contribute structurally to the macromolecular structure of Class Id resinite. [ABSTRACT FROM AUTHOR]
Copyright of Analytical Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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DbLabel: Engineering Source
An: 97641297
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  Data: Inside Amber: The Structural Role of Succinic Acid in Class Ia and Class Id Resinite.
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  Data: <searchLink fieldCode="AR" term="%22Poulin%2C+Jennifer%22">Poulin, Jennifer</searchLink><relatesTo>1</relatesTo><i> jennifer.poulin@pch.gc.ca</i><br /><searchLink fieldCode="AR" term="%22Helwig%2C+Kate%22">Helwig, Kate</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Analytical+Chemistry%22">Analytical Chemistry</searchLink>. 8/5/2014, Vol. 86 Issue 15, p7428-7435. 8p.
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  Data: <searchLink fieldCode="DE" term="%22Succinic+acid%22">Succinic acid</searchLink><br /><searchLink fieldCode="DE" term="%22Resinite%22">Resinite</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+structure%22">Molecular structure</searchLink><br /><searchLink fieldCode="DE" term="%22Pyrolysis+gas+chromatography%22">Pyrolysis gas chromatography</searchLink><br /><searchLink fieldCode="DE" term="%22Diterpenes%22">Diterpenes</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: For the first time, molecular evidence of the structural role played by succinic acid within the macromolecular structure of Class Ia and Class Id resinite is presented. Using a novel gas chromatographic methodology, communol (Class Ia) and ozol (Class Id) moieties within the polylabdane matrix are shown to be cross-linked with succinic acid. Samples were analyzed using pyrolysis-gas chromatography-mass spectrometry with in situ hexamethyldisilazane derivatization, using a thermal separation probe to perform the pyrolysis and sample introduction. The relatively slow rate of heating and prolonged pyrolysis of resinites using this new methodology, combined with the use of a mild derivatization reagent, allowed communol pyrolysates from Class Ia resinite and ozol pyrolysates from Class Id resinite to elute with unbroken succinyl ester cross-linkages. These results provide direct molecular evidence that the key role of succinic acid within Class Ia and Class Id resinite is to cross-link the macromolecular structure. In the Class Id resinite, the methodology also allowed the detection of succinyl ester linkages between ozol pyrolysates and dehydroabietol, thus demonstrating that nonpolymerized diterpenes contribute structurally to the macromolecular structure of Class Id resinite. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Analytical Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1021/ac501073k
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      – Code: eng
        Text: English
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      Pagination:
        PageCount: 8
        StartPage: 7428
    Subjects:
      – SubjectFull: Succinic acid
        Type: general
      – SubjectFull: Resinite
        Type: general
      – SubjectFull: Molecular structure
        Type: general
      – SubjectFull: Pyrolysis gas chromatography
        Type: general
      – SubjectFull: Diterpenes
        Type: general
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      – TitleFull: Inside Amber: The Structural Role of Succinic Acid in Class Ia and Class Id Resinite.
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            – D: 05
              M: 08
              Text: 8/5/2014
              Type: published
              Y: 2014
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              Value: 86
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              Value: 15
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