One-step, regioselective synthesis of up to 50-mers of RNA oligomers by montmorillonite catalysis.
Identifieur interne : 002D03 ( Main/Exploration ); précédent : 002D02; suivant : 002D04One-step, regioselective synthesis of up to 50-mers of RNA oligomers by montmorillonite catalysis.
Auteurs : Wenhua Huang [États-Unis] ; James P. FerrisSource :
- Journal of the American Chemical Society [ 0002-7863 ] ; 2006.
Descripteurs français
- KwdFr :
- MESH :
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : RNA.
- chemical , chemistry : Bentonite, RNA.
- methods : Chromatography, High Pressure Liquid, Electrophoresis, Polyacrylamide Gel.
- Catalysis, Nucleic Acid Conformation, Sensitivity and Specificity, Stereoisomerism, Time Factors.
Abstract
5'-Nucleotides of A and U with the phosphate activated with 1-methyladenine generate RNA oligomers containing 40-50 monomers in 1 day in reactions catalyzed by montmorillonite. The corresponding monomers of C give oligomers that are 20-25-mers in length after a 9-day reaction. It was not possible to determine the chain lengths of the oligomers of G since they did not give well-defined bands on gel electrophoresis. Co-oligomers of A and U as well as A, U, G, and C were also prepared. The oligo(A)s formed were separated by gel electrophoresis, and the bands of the 7-39-mers were isolated, the 3',5'-phosphodiester bonds were cleaved by RNase T(2), and the terminal phosphate groups were cleaved with alkaline phosphatase. HPLC analysis revealed that the proportions of A(5)'pp(5)'A, A, A(2)'pA, and A(2)'pA(2)'pA formed were almost the same for the long and shorter oligomers. A similar structure analysis performed on the oligo(U)s established that the proportions of U(5)'pp(5)'U, U, U(2)'pU, U(2)'pU(2)'pU, U(2)'pU(2)'pU(2)'pU, and U(2)'pU(2)'pU(2)'pU(2)'pU did not vary with chain length. The structural analysis of the oligomers of A revealed that 74% of the phosphodiester bonds were 3',5'-linked a value slightly greater than 67% observed when imidazole was the activating group. 61% of the bonds in the U oligomers were 3',5'-linked, which is almost 3 times greater than the 20% measured when imidazole was the activating group. The potential significance of these data to the origin and early evolution of life is discussed.
DOI: 10.1021/ja061782k
PubMed: 16819887
Affiliations:
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Ferris</name></author></analytic><series><title level="j">Journal of the American Chemical Society</title><idno type="ISSN">0002-7863</idno><imprint><date when="2006" type="published">2006</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Bentonite (chemistry)</term><term>Catalysis</term><term>Chromatography, High Pressure Liquid (methods)</term><term>Electrophoresis, Polyacrylamide Gel (methods)</term><term>Nucleic Acid Conformation</term><term>RNA (chemical synthesis)</term><term>RNA (chemistry)</term><term>Sensitivity and Specificity</term><term>Stereoisomerism</term><term>Time Factors</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>ARN ()</term><term>ARN (synthèse chimique)</term><term>Bentonite ()</term><term>Catalyse</term><term>Chromatographie en phase liquide à haute performance ()</term><term>Conformation d'acide nucléique</term><term>Facteurs temps</term><term>Sensibilité et spécificité</term><term>Stéréoisomérie</term><term>Électrophorèse sur gel de polyacrylamide ()</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>RNA</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Bentonite</term><term>RNA</term></keywords><keywords scheme="MESH" qualifier="methods" xml:lang="en"><term>Chromatography, High Pressure Liquid</term><term>Electrophoresis, Polyacrylamide Gel</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>ARN</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Catalysis</term><term>Nucleic Acid Conformation</term><term>Sensitivity and Specificity</term><term>Stereoisomerism</term><term>Time Factors</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>ARN</term><term>Bentonite</term><term>Catalyse</term><term>Chromatographie en phase liquide à haute performance</term><term>Conformation d'acide nucléique</term><term>Facteurs temps</term><term>Sensibilité et spécificité</term><term>Stéréoisomérie</term><term>Électrophorèse sur gel de polyacrylamide</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">5'-Nucleotides of A and U with the phosphate activated with 1-methyladenine generate RNA oligomers containing 40-50 monomers in 1 day in reactions catalyzed by montmorillonite. The corresponding monomers of C give oligomers that are 20-25-mers in length after a 9-day reaction. It was not possible to determine the chain lengths of the oligomers of G since they did not give well-defined bands on gel electrophoresis. Co-oligomers of A and U as well as A, U, G, and C were also prepared. The oligo(A)s formed were separated by gel electrophoresis, and the bands of the 7-39-mers were isolated, the 3',5'-phosphodiester bonds were cleaved by RNase T(2), and the terminal phosphate groups were cleaved with alkaline phosphatase. HPLC analysis revealed that the proportions of A(5)'pp(5)'A, A, A(2)'pA, and A(2)'pA(2)'pA formed were almost the same for the long and shorter oligomers. A similar structure analysis performed on the oligo(U)s established that the proportions of U(5)'pp(5)'U, U, U(2)'pU, U(2)'pU(2)'pU, U(2)'pU(2)'pU(2)'pU, and U(2)'pU(2)'pU(2)'pU(2)'pU did not vary with chain length. The structural analysis of the oligomers of A revealed that 74% of the phosphodiester bonds were 3',5'-linked a value slightly greater than 67% observed when imidazole was the activating group. 61% of the bonds in the U oligomers were 3',5'-linked, which is almost 3 times greater than the 20% measured when imidazole was the activating group. The potential significance of these data to the origin and early evolution of life is discussed.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country></list><tree><noCountry><name sortKey="Ferris, James P" sort="Ferris, James P" uniqKey="Ferris J" first="James P" last="Ferris">James P. Ferris</name></noCountry><country name="États-Unis"><noRegion><name sortKey="Huang, Wenhua" sort="Huang, Wenhua" uniqKey="Huang W" first="Wenhua" last="Huang">Wenhua Huang</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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