DMT-2'-O-TBDMS-C(Ac)-CE-Phosphoramidite
DMT-2'-O-TBDMS-C(Ac)-CE-Phosphoramidite - N (Normal) / 0.25g / 30mL screwed bottle-28 is backordered and will ship as soon as it is back in stock.
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Details
Details
DMT-2'-O-TBDMS-C(Ac)-CE-Phosphoramidite is a protected ribonucleoside building block used for solid-phase RNA oligonucleotide synthesis. It contains a 5'-dimethoxytrityl (DMT) protecting group for 5'-hydroxyl protection, a 2'-O-tert-butyldimethylsilyl (TBDMS) protecting group for 2'-hydroxyl protection, a cyanoethyl (CE) protecting group on phosphite, and a acetyl (Ac) base-protecting group on cytosine.
TBDMS offers excellent stability for protecting 2'-hydroxyl of ribonucleosides during acid detritylation and oxidation steps.
TBDMS deprotection can be achieved using fluoride reagents (e.g., tetrabutylammonium fluoride (TBAF) and triethylamine trihydrofluoride (TEA·3HF)), which can cleave the silyl group without damaging the RNA backbone.
Applications
Synthetic RNA oligonucleotides
Monomer for preparing functional RNA sequences used in biochemical assays and binding studies,[1] such as RNA aptamers and ribozymes.
Mixed backbone design
Enables the synthesis of RNA-DNA chimeras, e.g., chimeric RNA/DNA oligonucleotide-based gene therapy.[2][3]
Features and Benefits
Other Notes
- Storage: Store in a dry, inert atmosphere at -20 °C.
- Coupling: 12 minutes coupling time recommended
- Compatibility: Can be used alongside modified phosphoramidites (e.g., 2′-OMe, 2′-MOE, Locked-NA) to synthesize chimeric oligonucleotides.
Reference
Specifications
Specifications
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Catalog No.PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008
-
CAS No.121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6
-
SMILESC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=O
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Molecular FormulaC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSi
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Molecular Weight902.1902.1902.1902.1902.1902.1902.1902.1
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AppearanceWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powder
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PurityHPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%
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Storage Condition-20℃-20℃-20℃-20℃-20℃-20℃-20℃-20℃
-
Moisture ContentK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/w
Documentation
Documentation
DMT-2'-O-TBDMS-C(Ac)-CE-Phosphoramidite is a protected ribonucleoside building block used for solid-phase RNA oligonucleotide synthesis. It contains a 5'-dimethoxytrityl (DMT) protecting group for 5'-hydroxyl protection, a 2'-O-tert-butyldimethylsilyl (TBDMS) protecting group for 2'-hydroxyl protection, a cyanoethyl (CE) protecting group on phosphite, and a acetyl (Ac) base-protecting group on cytosine.
TBDMS offers excellent stability for protecting 2'-hydroxyl of ribonucleosides during acid detritylation and oxidation steps.
TBDMS deprotection can be achieved using fluoride reagents (e.g., tetrabutylammonium fluoride (TBAF) and triethylamine trihydrofluoride (TEA·3HF)), which can cleave the silyl group without damaging the RNA backbone.
Applications
Synthetic RNA oligonucleotides
Monomer for preparing functional RNA sequences used in biochemical assays and binding studies,[1] such as RNA aptamers and ribozymes.
Mixed backbone design
Enables the synthesis of RNA-DNA chimeras, e.g., chimeric RNA/DNA oligonucleotide-based gene therapy.[2][3]
Features and Benefits
Other Notes
- Storage: Store in a dry, inert atmosphere at -20 °C.
- Coupling: 12 minutes coupling time recommended
- Compatibility: Can be used alongside modified phosphoramidites (e.g., 2′-OMe, 2′-MOE, Locked-NA) to synthesize chimeric oligonucleotides.
Reference
-
Catalog No.PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008PR3-008
-
CAS No.121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6121058-88-6
-
SMILESC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=OC[Si](C)(C(C)(C)C)O[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=O
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Molecular FormulaC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSiC47H64N5O9PSi
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Molecular Weight902.1902.1902.1902.1902.1902.1902.1902.1
-
AppearanceWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powderWhite to faint yellow powder
-
PurityHPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%HPLC≥98.0%
-
Storage Condition-20℃-20℃-20℃-20℃-20℃-20℃-20℃-20℃
-
Moisture ContentK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/wK.F.≤0.20% w/w
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