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Atomfair 5-Hydroxymethyl-DU cep C42H51N4O10P CAS 148380-57-8

The 5-Hydroxymethyl-DU cep (CAS: 148380-57-8) is a high-purity nucleoside phosphoramidite derivative, essential for oligonucleotide synthesis in molecular biology and pharmaceutical research. With the molecular formula C42H51N4O10P , this compound features a 5-hydroxymethyl-modified deoxyuridine core, protected by a dimethoxytrityl (DMT) group and activated with a 2-cyanoethyl N,N-diisopropylphosphoramidite moiety. Its IUPAC name, [1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methyl acetate, reflects its intricate structure. Ideal for automated DNA/RNA synthesizers, this reagent ensures efficient coupling in solid-phase oligonucleotide synthesis. Packaged under inert conditions to guarantee stability, it is rigorously tested for purity via HPLC and NMR to meet the demands of precision-driven applications.

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Description

The 5-Hydroxymethyl-DU cep (CAS: 148380-57-8) is a high-purity nucleoside phosphoramidite derivative, essential for oligonucleotide synthesis in molecular biology and pharmaceutical research. With the molecular formula C42H51N4O10P, this compound features a 5-hydroxymethyl-modified deoxyuridine core, protected by a dimethoxytrityl (DMT) group and activated with a 2-cyanoethyl N,N-diisopropylphosphoramidite moiety. Its IUPAC name, [1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methyl acetate, reflects its intricate structure. Ideal for automated DNA/RNA synthesizers, this reagent ensures efficient coupling in solid-phase oligonucleotide synthesis. Packaged under inert conditions to guarantee stability, it is rigorously tested for purity via HPLC and NMR to meet the demands of precision-driven applications.

Properties

  • CAS Number: 148380-57-8
  • Complexity: 1370
  • IUPAC Name: [1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[2-cyanoethoxy-(diisopropylamino)phosphanyl]oxy-tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidin-5-yl]methyl acetate
  • InChI: InChI=1S/C42H51N4O10P/c1-28(2)46(29(3)4)57(54-23-11-22-43)56-37-24-39(45-25-31(26-52-30(5)47)40(48)44-41(45)49)55-38(37)27-53-42(32-12-9-8-10-13-32,33-14-18-35(50-6)19-15-33)34-16-20-36(51-7)21-17-34/h8-10,12-21,25,28-29,37-39H,11,23-24,26-27H2,1-7H3,(H,44,48,49)/t37-,38+,39+,57?/m0/s1
  • InChI Key: AXYURRDNKSOJAQ-FYJGSNHZSA-N
  • Exact Mass: 802.33428083
  • Molecular Formula: C42H51N4O10P
  • Molecular Weight: 802.8
  • SMILES: CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)COC(=O)C
  • Topological: 158
  • Monoisotopic Mass: 802.33428083
  • Synonyms: 5-HYDROXYMETHYL-DU CEP, 148380-57-8, [1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methyl acetate, (1-((2R,4S,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(((2-cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl acetate

Application

5-Hydroxymethyl-DU cep is widely used in the synthesis of modified oligonucleotides for therapeutic, diagnostic, and research applications. Its 5-hydroxymethyl modification is critical for studying epigenetic markers like 5-hydroxymethylcytosine (5hmC) in DNA. The phosphoramidite functionality enables seamless integration into automated oligonucleotide synthesis workflows, making it valuable for antisense drugs, siRNA, and aptamers. Researchers also employ it to probe DNA-protein interactions or design probes for next-generation sequencing.

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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