Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis.
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| Title: | Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis. |
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| 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.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 112976169 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Shinde%2C+Sandip+S%2E%22">Shinde, Sandip S.</searchLink><relatesTo>1</relatesTo><i> ss.shinde@ncl.res.in</i><br /><searchLink fieldCode="AR" term="%22Navale%2C+Govinda+R%2E%22">Navale, Govinda R.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Said%2C+Madhukar+S%2E%22">Said, Madhukar S.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Thulasiram%2C+Hirekodathakallu+V%2E%22">Thulasiram, Hirekodathakallu V.</searchLink><relatesTo>1</relatesTo><i> hv.thulasiram@ncl.res.in</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Tetrahedron+Letters%3A+International+Organ+for+the+Rapid+Publication+of+Preliminary+Communications+in+Organic+Chemistry%22">Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry</searchLink>. Mar2016, Vol. 57 Issue 10, p1161-1164. 4p. – Name: Subject Label: Subjects Group: Su 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> – Name: Abstract Label: Abstract Group: Ab 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 Label: Group: Ab 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: BibEntity: Identifiers: – Type: doi Value: 10.1016/j.tetlet.2016.01.109 Languages: – Code: eng Text: English PhysicalDescription: 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. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Shinde, Sandip S. – PersonEntity: Name: NameFull: Navale, Govinda R. – PersonEntity: Name: NameFull: Said, Madhukar S. – PersonEntity: Name: NameFull: Thulasiram, Hirekodathakallu V. IsPartOfRelationships: – BibEntity: Dates: – D: 09 M: 03 Text: Mar2016 Type: published Y: 2016 Identifiers: – Type: issn-print Value: 00404039 Numbering: – Type: volume Value: 57 – Type: issue Value: 10 Titles: – TitleFull: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry Type: main |
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