Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis.

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Title: Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis.
Authors: Shinde, Sandip S.1 ss.shinde@ncl.res.in, Navale, Govinda R.1, Said, Madhukar S.1, Thulasiram, Hirekodathakallu V.1 hv.thulasiram@ncl.res.in
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2016, Vol. 57 Issue 10, p1161-1164. 4p.
Subjects: Stereoselective reactions, Quenching (Chemistry), Carbocations synthesis, Biosynthesis, Ions, Phosphates, Chemical synthesis
Abstract: Epicedrol synthase catalyzes the cyclization of achiral diphosphate substrate, ( E , E )-farnesyldiphosphate (FPP) into epicedrol. GC–MS analysis of assay extracts obtained by incubating FPP with epicedrol synthase in 21.6 at % H 2 18 O buffer showed the molecular ion of 224 for epicedrol. The labeled oxygen study presented here unambiguously demonstrates that the hydroxyl group of the epicedrol synthase enzymatic product, epicedrol, is derived from a water molecule, not from the phosphate moiety of the FPP. [ABSTRACT FROM AUTHOR]
Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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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  Data: <searchLink fieldCode="DE" term="%22Stereoselective+reactions%22">Stereoselective reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Quenching+%28Chemistry%29%22">Quenching (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Carbocations+synthesis%22">Carbocations synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Biosynthesis%22">Biosynthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Ions%22">Ions</searchLink><br /><searchLink fieldCode="DE" term="%22Phosphates%22">Phosphates</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+synthesis%22">Chemical synthesis</searchLink>
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  Data: Epicedrol synthase catalyzes the cyclization of achiral diphosphate substrate, ( E , E )-farnesyldiphosphate (FPP) into epicedrol. GC–MS analysis of assay extracts obtained by incubating FPP with epicedrol synthase in 21.6 at % H 2 18 O buffer showed the molecular ion of 224 for epicedrol. The labeled oxygen study presented here unambiguously demonstrates that the hydroxyl group of the epicedrol synthase enzymatic product, epicedrol, is derived from a water molecule, not from the phosphate moiety of the FPP. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
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  Data: <i>Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science 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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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.tetlet.2016.01.109
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      – Code: eng
        Text: English
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      Pagination:
        PageCount: 4
        StartPage: 1161
    Subjects:
      – SubjectFull: Stereoselective reactions
        Type: general
      – SubjectFull: Quenching (Chemistry)
        Type: general
      – SubjectFull: Carbocations synthesis
        Type: general
      – SubjectFull: Biosynthesis
        Type: general
      – SubjectFull: Ions
        Type: general
      – SubjectFull: Phosphates
        Type: general
      – SubjectFull: Chemical synthesis
        Type: general
    Titles:
      – TitleFull: Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis.
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            NameFull: Shinde, Sandip S.
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            NameFull: Navale, Govinda R.
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            NameFull: Said, Madhukar S.
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            NameFull: Thulasiram, Hirekodathakallu V.
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              M: 03
              Text: Mar2016
              Type: published
              Y: 2016
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            – TitleFull: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
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