Lot numbers can be found on the outside label of a product:
2’,3’,5’-Tri-O-acetyl adenosine
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CAS No. 7387-57-7
- Cat. No. CS-W009732
- Purity≥97%
- MDL No.MFCD00057001
*For research and further manufacturing use only, not for direct human use.
Structure of 7387-57-7
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General Information
- CAS No. 7387-57-7
- Cat. No. CS-W009732
- Purity ≥97%
- MDL No. MFCD00057001
- Storage -20°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₉N₅O₇
- Molecular Weight 393.35
- Synonym(s) Adenosine, 2',3',5'-triacetate
- SMILES NC1=NC=NC2=C1N=CN2[C@H]3[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O3
Description
2’,3’,5’-Tri-O-acetyl adenosine features fully acetylated hydroxyl groups at the ribose 2’, 3’, and 5’ positions, enabling selective protection during oligonucleotide synthesis. This derivative facilitates efficient coupling reactions under standard conditions while maintaining stability in organic solvents.
Application
2’,3’,5’-Tri-O-acetyl adenosine serves as a key protected nucleoside building block for the synthesis of oligonucleotides and modified RNA analogs. The acetyl groups provide enhanced stability during storage and facilitate selective deprotection in synthetic sequences. Its well-established reactivity enables efficient coupling in solid-phase and solution-phase phosphorylation protocols, making it a reliable intermediate in the construction of biologically relevant nucleic acid scaffolds.
Synthesis
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Route1
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108-24-7 -
58-61-7 - ~94%
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In-stock
7387-57-7
References
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Reese, Colin B.; Shek, Louise H. K.; Zhao, Zhengyun Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 24 p. 3077 - 3084
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Route2
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3021-21-4 - ~93%
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In-stock
7387-57-7
References
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Saladino, Raffaele; Mincione, Enrico; Crestini, Claudia; Mezzetti, Maurizio Tetrahedron, 1996 , vol. 52, # 19 p. 6759 - 6780
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Route3
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88091-72-9
- ~89%
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In-stock
7387-57-7
References
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Himmelsbach, Frank; Schulz, Bernd S.; Trichtinger, Thomas; Charubala, Ramamurthy; Pfleiderer, Wolfgang Tetrahedron, 1984 , vol. 40, # 1 p. 59 - 72
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 157.75
- LogP -0.2676
- H_Acceptors 12
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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