5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine

Name: 5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine
Brand: ChemScene
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CAS No. 114745-26-5
Cat. No. CS-0137753
Purity≥97%
MDL No.MFCD09842119

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine|CS-0137753

Structure of 114745-26-5

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General Information

CAS No. 114745-26-5
Cat. No. CS-0137753
Purity ≥97%
MDL No. MFCD09842119
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₃₉N₅O₈
Molecular Weight 669.72
Synonym(s) None
SMILES O[C@H]1[C@@H](OC)[C@H](N2C(N=C(NC(C(C)C)=O)NC3=O)=C3N=C2)O[C@@H]1COC(C4=CC=C(OC)C=C4)(C5=CC=C(OC)C=C5)C6=CC=CC=C6

Description

5'-O-Dmt-n2-isobutyryl-2'-O-methyl-D-guanosine features a Dmt-protected 5'-hydroxyl group and a sterically hindered n2-isobutyryl modification, enhancing stability during oligonucleotide synthesis. The 2'-O-methyl substitution confers nuclease resistance and improved binding affinity, making this derivative ideal for antisense applications requiring enhanced metabolic durability and structural fidelity.

Application

5'-O-Dmt-n2-isobutyryl-2'-O-methyl-D-guanosine serves as a key nucleoside building block for the synthesis of modified oligonucleotides, offering enhanced stability and controlled reactivity. The Dmt (dimethoxytrityl) group at the 5'-position enables efficient chain elongation in solid-phase synthesis, while the n2-isobutyryl protection ensures selective guanine base handling. The 2'-O-methyl modification confers nuclease resistance and improved binding affinity, making this derivative valuable for therapeutic RNA applications requiring robust backbone integrity and targeted functionalization.

Synthesis

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- In-stock
  
  63264-29-9
- In-stock
  
  40615-36-9
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  114745-26-5
References
- Dimock, Stuart; Bhat, Balkrishen; Peoc'h, Didier; Sanghvi, Yogesh S.; Swayze, Eric E. Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1629 - 1632

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 159.05
LogP 4.0133
H_Acceptors 11
H_Donors 3
Rotatable_Bonds 12

Other Classifications

Life Science Nucleosides & Nucleotides 5'-Protected Nucleosides

Chemical Biology Nucleic Acid Chemistry Protected Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

Key Words

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5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine

CAS No. 114745-26-5

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