DMT-OMe-rA(Bz)

Name: DMT-OMe-rA(Bz)
Brand: ChemScene
Availability: InStock
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CAS No. 110764-72-2
Cat. No. CS-0172567
Purity≥95%
MDL No.MFCD08704196

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 110764-72-2

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General Information

CAS No. 110764-72-2
Cat. No. CS-0172567
Purity ≥95%
MDL No. MFCD08704196
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₉H₃₇N₅O₇
Molecular Weight 687.74
Synonym(s) None
SMILES O[C@H]1[C@@H](OC)[C@H](N2C(N=CN=C3NC(C4=CC=CC=C4)=O)=C3N=C2)O[C@@H]1COC(C5=CC=C(OC)C=C5)(C6=CC=C(OC)C=C6)C7=CC=CC=C7

Description

DMT-OMe-rA(Bz) delivers a protected riboadenosine building block with orthogonal functionality for solid-phase oligonucleotide synthesis. The 2'-O-methyl ether confers nuclease resistance, while the benzoyl group at the adenine N6 position enables selective deprotection. This derivative integrates seamlessly into RNA sequences under standard conditions, offering enhanced stability and controlled modification handling.

Application

DMT-OMe-rA(Bz) serves as a protected nucleoside building block for oligonucleotide synthesis, featuring a dimethoxytrityl (DMT) group at the 5′-hydroxyl and a benzoyl-protected ribose amine. The OMe modification enhances nuclease resistance, while the Bz group ensures orthogonal protection during solid-phase assembly. This derivative enables efficient, high-fidelity chain elongation with excellent stability under standard coupling conditions and simplifies purification via DMT removal.

Synthesis

Route1
- In-stock
  
  40615-36-9
- In-stock
  
  85079-00-1
- ~85%
- In-stock
  
  110764-72-2
References
- Lewdorowicz, Magdalena; Stepinski, Janusz; Kierzek, Ryszard; Jemielity, Jacek; Zuberek, Joanna; Yoffe, Yael; Shapira, Michal; Stolarski, Ryszard; Darzynkiewicz, Edward Nucleosides, Nucleotides and Nucleic Acids, 2007 , vol. 26, # 10-12 p. 1339 - 1348
Route2
- 186581-53-3
- 129666-75-7
- ~35%
- In-stock
  
  110764-72-2
- 127212-38-8
References
- Sergeeva; Lokhov; Ven'yaminova Russian Journal of Bioorganic Chemistry, 1996 , vol. 22, # 12 p. 800 - 806

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 139.08
LogP 5.3778
H_Acceptors 11
H_Donors 2
Rotatable_Bonds 12

Other Classifications

Life Science Nucleosides & Nucleotides Other Protective Nucleosides

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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

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DMT-OMe-rA(Bz)

CAS No. 110764-72-2

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