2'-O-4'-C-Locked-5-Me-C(Bz) Phosphoramidite

N4-benzoyl-5-methyl-5'-O-(4, 4'-dimethoxytrityl)-2'-O-4'-C-Locked-cytidine-3'-cyanoethyl Phosphoramidite
Catalog No. PR3-009
CAS No. 206055-82-5
Purity HPLC≥98.0%
Molecular Formula C48H54N5O9P
Molecular Weight 875.96
Storage Condition -20℃

2'-O-4'-C-Locked-5-Me-C(Bz) Phosphoramidite

N4-benzoyl-5-methyl-5'-O-(4, 4'-dimethoxytrityl)-2'-O-4'-C-Locked-cytidine-3'-cyanoethyl Phosphoramidite
Grade
Amount/Package: 0.25g / 30mL screwed bottle-28
SKU: PR3-009-025A  |  suitable for  MerMade
Collections:  2'-O-4'-C Locked-NA Phosphoramidites Oligo Synthesis Phosphoramidites Synthesis Blocks
Unit price:
$34.00

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Details

2’-O-4’-C-Locked-5mC(Bz) Phosphoramidite is a locked nucleic acid (LNA) phosphoramidite monomer for solid-phase oligonucleotide synthesis.

It contains a bicyclic ribose in which a methylene bridge connects the 2’-oxygen (O) and 4’-carbon (C), locking the sugar in a C3’-endo conformation. It also contains a 5-methyl-cytosine (5mC) with benzoyl (Bz) base protection, a 5’-dimethoxytrityl (DMT) group for 5’-hydroxyl protection, and a cyanoethyl (CE) protecting group on phosphite.

LNA-modified oligonucleotides show enhanced binding strength, specificity, and nuclease resistance.

Applications

Detection & Diagnostics

LNA-modified oligonucleotides provide exceptional duplex stability, enabling highly sensitive detection such as hybridization probes and qPCR primers.[1][2]

Genotyping & Sequence Discrimination

The sharp mismatch recognition imparted by LNA enhances SNP genotyping and allele-specific PCR.[3][4]

Therapeutic Oligonucleotide Research

LNA modification is used to increase binding affinity and nuclease resistance of ASOs.[5][6]

Features

High purity: Manufactured to ≥98% purity with tightly controlled impurity specifications.
Compatibility: Compatible with standard phosphoramidite chemistry and most commercial synthesizers.
Excellent coupling efficiency and yield.

Other Notes

  • Diluent: Anhydrous Acetonitrile.
  • Storage: Store in a dry and inert atmosphere at -20 °C.
  • Coupling: 6 minute coupling time recommended.

Reference

[1] Várallyay, Eva, József Burgyán, and Zoltán Havelda. "MicroRNA detection by northern blotting using locked nucleic acid probes." Nature protocols 3, no. 2 (2008): 190-196. [2] Ballantyne, K. N., R. A. H. Van Oorschot, and R. J. Mitchell. "Locked nucleic acids in PCR primers increase sensitivity and performance." Genomics 91, no. 3 (2008): 301-305. [3] Mouritzen, Peter, Alex Toftgaard Nielsen, Henrik M. Pfundheller, Yoanna Choleva, Lars Kongsbak, and Søren Møller. "Single nucleotide polymorphism genotyping using locked nucleic acid (LNA™)." Expert review of molecular diagnostics 3, no. 1 (2003): 27-38. [4] Latorra, David, Krista Campbell, Andreas Wolter, and J. Michael Hurley. "Enhanced allele‐specific PCR discrimination in SNP genotyping using 3′ locked nucleic acid (LNA) primers." Human mutation 22, no. 1 (2003): 79-85. [5]Kurreck, Jens, Eliza Wyszko, Clemens Gillen, and Volker A. Erdmann. "Design of antisense oligonucleotides stabilized by locked nucleic acids." Nucleic acids research 30, no. 9 (2002): 1911-1918. [6] Wahlestedt, Claes, Peter Salmi, Liam Good, Johanna Kela, Thomas Johnsson, Tomas Hökfelt, Christian Broberger et al. "Potent and nontoxic antisense oligonucleotides containing locked nucleic acids." Proceedings of the National Academy of Sciences 97, no. 10 (2000): 5633-5638.

Specifications
  • Catalog No.
    PR3-009
  • CAS No.
    206055-82-5
  • SMILES
    CC(C)N(C(C)C)P(OCCC#N)O[C@H]1[C@@H]2[C@H](N3C(N=C(NC(C4=CC=CC=C4)=O)C(C)=C3)=O)O[C@@]1(COC(C5=CC=CC=C5)(C6=CC=C(OC)C=C6)C7=CC=C(OC)C=C7)CO2
  • Molecular Formula
    C48H54N5O9P
  • Molecular Weight
    875.96
  • Appearance
    Off-white to yellow powder,free from visible foreign matter
  • Purity
    HPLC≥98.0%
  • Storage Condition
    -20℃
  • Remarks
  • Moisture Content
    K.F.≤0.50% w/w

Documentation
COA Contact Us

2’-O-4’-C-Locked-5mC(Bz) Phosphoramidite is a locked nucleic acid (LNA) phosphoramidite monomer for solid-phase oligonucleotide synthesis.

It contains a bicyclic ribose in which a methylene bridge connects the 2’-oxygen (O) and 4’-carbon (C), locking the sugar in a C3’-endo conformation. It also contains a 5-methyl-cytosine (5mC) with benzoyl (Bz) base protection, a 5’-dimethoxytrityl (DMT) group for 5’-hydroxyl protection, and a cyanoethyl (CE) protecting group on phosphite.

LNA-modified oligonucleotides show enhanced binding strength, specificity, and nuclease resistance.

Applications

Detection & Diagnostics

LNA-modified oligonucleotides provide exceptional duplex stability, enabling highly sensitive detection such as hybridization probes and qPCR primers.[1][2]

Genotyping & Sequence Discrimination

The sharp mismatch recognition imparted by LNA enhances SNP genotyping and allele-specific PCR.[3][4]

Therapeutic Oligonucleotide Research

LNA modification is used to increase binding affinity and nuclease resistance of ASOs.[5][6]

Features

High purity: Manufactured to ≥98% purity with tightly controlled impurity specifications.
Compatibility: Compatible with standard phosphoramidite chemistry and most commercial synthesizers.
Excellent coupling efficiency and yield.

Other Notes

  • Diluent: Anhydrous Acetonitrile.
  • Storage: Store in a dry and inert atmosphere at -20 °C.
  • Coupling: 6 minute coupling time recommended.

Reference

[1] Várallyay, Eva, József Burgyán, and Zoltán Havelda. "MicroRNA detection by northern blotting using locked nucleic acid probes." Nature protocols 3, no. 2 (2008): 190-196. [2] Ballantyne, K. N., R. A. H. Van Oorschot, and R. J. Mitchell. "Locked nucleic acids in PCR primers increase sensitivity and performance." Genomics 91, no. 3 (2008): 301-305. [3] Mouritzen, Peter, Alex Toftgaard Nielsen, Henrik M. Pfundheller, Yoanna Choleva, Lars Kongsbak, and Søren Møller. "Single nucleotide polymorphism genotyping using locked nucleic acid (LNA™)." Expert review of molecular diagnostics 3, no. 1 (2003): 27-38. [4] Latorra, David, Krista Campbell, Andreas Wolter, and J. Michael Hurley. "Enhanced allele‐specific PCR discrimination in SNP genotyping using 3′ locked nucleic acid (LNA) primers." Human mutation 22, no. 1 (2003): 79-85. [5]Kurreck, Jens, Eliza Wyszko, Clemens Gillen, and Volker A. Erdmann. "Design of antisense oligonucleotides stabilized by locked nucleic acids." Nucleic acids research 30, no. 9 (2002): 1911-1918. [6] Wahlestedt, Claes, Peter Salmi, Liam Good, Johanna Kela, Thomas Johnsson, Tomas Hökfelt, Christian Broberger et al. "Potent and nontoxic antisense oligonucleotides containing locked nucleic acids." Proceedings of the National Academy of Sciences 97, no. 10 (2000): 5633-5638.

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