Synthesis, purification, and characterization of immune-modulatory oligodeoxynucleotides that act as agonists of Toll-like receptor 9.
Identifieur interne : 002427 ( Main/Exploration ); précédent : 002426; suivant : 002428Synthesis, purification, and characterization of immune-modulatory oligodeoxynucleotides that act as agonists of Toll-like receptor 9.
Auteurs : Mallikarjuna Reddy Putta [États-Unis] ; Dong Yu ; Ekambar R. KandimallaSource :
- Methods in molecular biology (Clifton, N.J.) [ 1940-6029 ] ; 2011.
Descripteurs français
- KwdFr :
- Adjuvants immunologiques (isolement et purification), Adjuvants immunologiques (pharmacologie), Adjuvants immunologiques (synthèse chimique), Chimie pharmaceutique (), Chromatographie d'échange d'ions, Chromatographie en phase liquide à haute performance, Données de séquences moléculaires, Facteurs immunologiques (isolement et purification), Facteurs immunologiques (pharmacologie), Facteurs immunologiques (synthèse chimique), Glycérol (), Humains, Infections bactériennes (immunologie), Infections bactériennes (microbiologie), Infections bactériennes (traitement médicamenteux), Maladies virales (immunologie), Maladies virales (traitement médicamenteux), Maladies virales (virologie), Oligodésoxyribonucléotides (isolement et purification), Oligodésoxyribonucléotides (pharmacologie), Oligodésoxyribonucléotides (synthèse chimique), Oligonucléotides phosphorothioates (isolement et purification), Oligonucléotides phosphorothioates (pharmacologie), Oligonucléotides phosphorothioates (synthèse chimique), Récepteur-9 de type Toll-like (agonistes), Récepteur-9 de type Toll-like (immunologie), Récepteur-9 de type Toll-like (métabolisme), Spectrométrie de masse MALDI, Séquence nucléotidique, Électrophorèse capillaire.
- MESH :
- agonistes : Récepteur-9 de type Toll-like.
- immunologie : Infections bactériennes, Maladies virales, Récepteur-9 de type Toll-like.
- isolement et purification : Adjuvants immunologiques, Facteurs immunologiques, Oligodésoxyribonucléotides, Oligonucléotides phosphorothioates.
- microbiologie : Infections bactériennes.
- métabolisme : Récepteur-9 de type Toll-like.
- pharmacologie : Adjuvants immunologiques, Facteurs immunologiques, Oligodésoxyribonucléotides, Oligonucléotides phosphorothioates.
- synthèse chimique : Adjuvants immunologiques, Facteurs immunologiques, Oligodésoxyribonucléotides, Oligonucléotides phosphorothioates.
- traitement médicamenteux : Infections bactériennes, Maladies virales.
- virologie : Maladies virales.
- Chimie pharmaceutique, Chromatographie d'échange d'ions, Chromatographie en phase liquide à haute performance, Données de séquences moléculaires, Glycérol, Humains, Spectrométrie de masse MALDI, Séquence nucléotidique, Électrophorèse capillaire.
English descriptors
- KwdEn :
- Adjuvants, Immunologic (chemical synthesis), Adjuvants, Immunologic (isolation & purification), Adjuvants, Immunologic (pharmacology), Bacterial Infections (drug therapy), Bacterial Infections (immunology), Bacterial Infections (microbiology), Base Sequence, Chemistry, Pharmaceutical (methods), Chromatography, High Pressure Liquid, Chromatography, Ion Exchange, Electrophoresis, Capillary, Glycerol (chemistry), Humans, Immunologic Factors (chemical synthesis), Immunologic Factors (isolation & purification), Immunologic Factors (pharmacology), Molecular Sequence Data, Oligodeoxyribonucleotides (chemical synthesis), Oligodeoxyribonucleotides (isolation & purification), Oligodeoxyribonucleotides (pharmacology), Phosphorothioate Oligonucleotides (chemical synthesis), Phosphorothioate Oligonucleotides (isolation & purification), Phosphorothioate Oligonucleotides (pharmacology), Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization, Toll-Like Receptor 9 (agonists), Toll-Like Receptor 9 (immunology), Toll-Like Receptor 9 (metabolism), Virus Diseases (drug therapy), Virus Diseases (immunology), Virus Diseases (virology).
- MESH :
- chemical , agonists : Toll-Like Receptor 9.
- chemical , chemical synthesis : Adjuvants, Immunologic, Immunologic Factors, Oligodeoxyribonucleotides, Phosphorothioate Oligonucleotides.
- chemical , chemistry : Glycerol.
- chemical , immunology : Toll-Like Receptor 9.
- chemical , isolation & purification : Adjuvants, Immunologic, Immunologic Factors, Oligodeoxyribonucleotides, Phosphorothioate Oligonucleotides.
- chemical , metabolism : Toll-Like Receptor 9.
- chemical , pharmacology : Adjuvants, Immunologic, Immunologic Factors, Oligodeoxyribonucleotides, Phosphorothioate Oligonucleotides.
- drug therapy : Bacterial Infections, Virus Diseases.
- immunology : Bacterial Infections, Virus Diseases.
- methods : Chemistry, Pharmaceutical.
- microbiology : Bacterial Infections.
- virology : Virus Diseases.
- Base Sequence, Chromatography, High Pressure Liquid, Chromatography, Ion Exchange, Electrophoresis, Capillary, Humans, Molecular Sequence Data, Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization.
Abstract
Methods and protocols for automated synthesis and purification of immune modulatory oligonucleotides (IMOs), a novel class of Toll-like receptor 9 (TLR9) agonists, are described. IMOs containing two short identical sequences of 11-mers with phosphorothioate linkages can be synthesized in parallel synthetic strategy. A C3-linker that mimics the natural inter-nucleotide distance was commonly used for joining the two segments of IMOs. NittoPhase solid support bearing a symmetrical C3-linker (glycerol) and nucleoside-β-cyanoethyl-N,N-diisopropylphosphoramidites were used for IMO synthesis. The parallel synthesis was carried out in a 3'→ 5' direction with removal of the final dimethoxytrityl (DMT) protecting group. After synthesis, the IMO was cleaved and deprotected by treating with aqueous ammonia. The product was purified on anion-exchange HPLC, desalted, lyophilized, and characterized by anion-exchange HPLC, capillary gel electrophoresis, polyacrylamide gel electrophoresis, and MALDI-TOF mass spectral analysis.
DOI: 10.1007/978-1-61779-188-8_18
PubMed: 21748647
Affiliations:
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Le document en format XML
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immunologiques</term><term>Facteurs immunologiques</term><term>Oligodésoxyribonucléotides</term><term>Oligonucléotides phosphorothioates</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Adjuvants immunologiques</term><term>Facteurs immunologiques</term><term>Oligodésoxyribonucléotides</term><term>Oligonucléotides phosphorothioates</term></keywords><keywords scheme="MESH" qualifier="traitement médicamenteux" xml:lang="fr"><term>Infections bactériennes</term><term>Maladies virales</term></keywords><keywords scheme="MESH" qualifier="virologie" xml:lang="fr"><term>Maladies virales</term></keywords><keywords scheme="MESH" qualifier="virology" xml:lang="en"><term>Virus Diseases</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Base Sequence</term><term>Chromatography, High Pressure Liquid</term><term>Chromatography, Ion Exchange</term><term>Electrophoresis, Capillary</term><term>Humans</term><term>Molecular Sequence Data</term><term>Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Chimie pharmaceutique</term><term>Chromatographie d'échange d'ions</term><term>Chromatographie en phase liquide à haute performance</term><term>Données de séquences moléculaires</term><term>Glycérol</term><term>Humains</term><term>Spectrométrie de masse MALDI</term><term>Séquence nucléotidique</term><term>Électrophorèse capillaire</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Methods and protocols for automated synthesis and purification of immune modulatory oligonucleotides (IMOs), a novel class of Toll-like receptor 9 (TLR9) agonists, are described. IMOs containing two short identical sequences of 11-mers with phosphorothioate linkages can be synthesized in parallel synthetic strategy. A C3-linker that mimics the natural inter-nucleotide distance was commonly used for joining the two segments of IMOs. NittoPhase solid support bearing a symmetrical C3-linker (glycerol) and nucleoside-β-cyanoethyl-N,N-diisopropylphosphoramidites were used for IMO synthesis. The parallel synthesis was carried out in a 3'→ 5' direction with removal of the final dimethoxytrityl (DMT) protecting group. After synthesis, the IMO was cleaved and deprotected by treating with aqueous ammonia. The product was purified on anion-exchange HPLC, desalted, lyophilized, and characterized by anion-exchange HPLC, capillary gel electrophoresis, polyacrylamide gel electrophoresis, and MALDI-TOF mass spectral analysis.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country><region><li>Massachusetts</li></region></list><tree><noCountry><name sortKey="Kandimalla, Ekambar R" sort="Kandimalla, Ekambar R" uniqKey="Kandimalla E" first="Ekambar R" last="Kandimalla">Ekambar R. Kandimalla</name><name sortKey="Yu, Dong" sort="Yu, Dong" uniqKey="Yu D" first="Dong" last="Yu">Dong Yu</name></noCountry><country name="États-Unis"><region name="Massachusetts"><name sortKey="Putta, Mallikarjuna Reddy" sort="Putta, Mallikarjuna Reddy" uniqKey="Putta M" first="Mallikarjuna Reddy" last="Putta">Mallikarjuna Reddy Putta</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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