DMT-2'-F-dC(Ac)-CE 亚磷酰胺

N4-乙酰基-5'-O-(4, 4'-二甲氧基三苯甲基)-2'-氟-2'-脱氧胞苷-3'-CE-磷酰胺

DMT-2'-F-dC(Ac)-CE 亚磷酰胺

N4-乙酰基-5'-O-(4, 4'-二甲氧基三苯甲基)-2'-氟-2'-脱氧胞苷-3'-CE-磷酰胺
年级
数量/包裹
SKU: PD3-001-025A  |  suitable for  美人鱼制造
单价:
$26.00
价格
$26.00
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详情

DMT-2'-F-dC(Ac)-CE-亚磷酰胺是一种2'-氟 (2'-F)亚磷酰胺单体,用于固相寡核苷酸合成。

它包含一个脱氧胞苷 (dC) 糖上的 2'-F 修饰,并带有乙酰 (Ac) 碱基保护、用于 5'-羟基保护的 5'-二甲氧基三苯甲基 (DMT) 基团以及亚磷酸酯上的氰乙基 (CE) 保护基团。

使用 2'-F 亚磷酰胺合成 RNA 寡核苷酸可提高与互补序列形成的双链体的核酸酶抗性和结合亲和力


应用

治疗性寡核苷酸

常用于化学修饰的小干扰 RNA (siRNA),以增强稳定性、效力和体内性能。[1][2]

探针和诊断

用于构建核酸酶抗性高亲和力探针(例如适体),以研究生物分子相互作用[3][4],这可能与疾病和癌症相关[5][6]


特点和优势

高纯度:生产纯度≥98%,杂质规格严格控制。
兼容性:与标准亚磷酰胺化学和大多数商用合成仪兼容。
优异的偶联效率和产率

其他注意事项

  • 稀释剂:无水乙腈。
  • 储存:在 -20 °C 干燥惰性气氛下储存。
  • 偶联:建议偶联时间为 6 分钟。

参考文献

[1] Manoharan, M., Akinc, A., Pandey, R.K., Qin, J., Hadwiger, P., John, M., Mills, K., Charisse, K., Maier, M.A., Nechev, L. and Greene, E.M., 2011. Unique gene‐silencing and structural properties of 2′‐fluoro‐modified siRNAs. Angewandte Chemie, 123(10), pp.2332-2336. [2] Dowler, Thomas, Denis Bergeron, Anna-Lisa Tedeschi, Luc Paquet, Nicolay Ferrari, and Masad J. Damha. "Improvements in siRNA properties mediated by 2′-deoxy-2′-fluoro-β-D-arabinonucleic acid (FANA)." Nucleic acids research 34, no. 6 (2006): 1669-1675. [3] Kratschmer, Christina, and Matthew Levy. "Effect of chemical modifications on aptamer stability in serum." Nucleic acid therapeutics 27, no. 6 (2017): 335-344. [4] Hervas-Stubbs, Sandra, Mario M. Soldevilla, Helena Villanueva, Uxua Mancheño, Maurizio Bendandi, and Fernando Pastor. "Identification of TIM3 2′-fluoro oligonucleotide aptamer by HT-SELEX for cancer immunotherapy." Oncotarget 7, no. 4 (2015): 4522. [5] Gruenke, Paige R., Khalid K. Alam, Kamal Singh, and Donald H. Burke. "2′-fluoro-modified pyrimidines enhance affinity of RNA oligonucleotides to HIV-1 reverse transcriptase." RNA 26, no. 11 (2020): 1667-1679. [6] Lozano, Teresa, Mario Martínez Soldevilla, Noelia Casares, Helena Villanueva, Maurizio Bendandi, Juan Jose Lasarte, and Fernando Pastor. "Targeting inhibition of Foxp3 by a CD28 2′-Fluro oligonucleotide aptamer conjugated to P60-peptide enhances active cancer immunotherapy." Biomaterials 91 (2016): 73-80.

规格

  • 目录号
    PD3-001
  • CAS号
    159414-99-0
  • SMILES
    F[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(C2=CC=C(OC)C=C2)(C3=CC=CC=C3)C4=CC=C(OC)C=C4)O[C@H]1N5C(N=C(NC(C)=O)C=C5)=O
  • 分子式
    C41H49FN5O8P
  • 分子量
    789.83
  • 外观
    白色至类白色粉末,无可见异物
  • 纯度
    HPLC ≥98.0%
  • 储存条件
    零下20摄氏度
  • 水分含量
    K.F.≤0.20% (质量百分比)

文档

DMT-2'-F-dC(Ac)-CE-亚磷酰胺是一种2'-氟 (2'-F)亚磷酰胺单体,用于固相寡核苷酸合成。

它包含一个脱氧胞苷 (dC) 糖上的 2'-F 修饰,并带有乙酰 (Ac) 碱基保护、用于 5'-羟基保护的 5'-二甲氧基三苯甲基 (DMT) 基团以及亚磷酸酯上的氰乙基 (CE) 保护基团。

使用 2'-F 亚磷酰胺合成 RNA 寡核苷酸可提高与互补序列形成的双链体的核酸酶抗性和结合亲和力


应用

治疗性寡核苷酸

常用于化学修饰的小干扰 RNA (siRNA),以增强稳定性、效力和体内性能。[1][2]

探针和诊断

用于构建核酸酶抗性高亲和力探针(例如适体),以研究生物分子相互作用[3][4],这可能与疾病和癌症相关[5][6]


特点和优势

高纯度:生产纯度≥98%,杂质规格严格控制。
兼容性:与标准亚磷酰胺化学和大多数商用合成仪兼容。
优异的偶联效率和产率

其他注意事项

  • 稀释剂:无水乙腈。
  • 储存:在 -20 °C 干燥惰性气氛下储存。
  • 偶联:建议偶联时间为 6 分钟。

参考文献

[1] Manoharan, M., Akinc, A., Pandey, R.K., Qin, J., Hadwiger, P., John, M., Mills, K., Charisse, K., Maier, M.A., Nechev, L. and Greene, E.M., 2011. Unique gene‐silencing and structural properties of 2′‐fluoro‐modified siRNAs. Angewandte Chemie, 123(10), pp.2332-2336. [2] Dowler, Thomas, Denis Bergeron, Anna-Lisa Tedeschi, Luc Paquet, Nicolay Ferrari, and Masad J. Damha. "Improvements in siRNA properties mediated by 2′-deoxy-2′-fluoro-β-D-arabinonucleic acid (FANA)." Nucleic acids research 34, no. 6 (2006): 1669-1675. [3] Kratschmer, Christina, and Matthew Levy. "Effect of chemical modifications on aptamer stability in serum." Nucleic acid therapeutics 27, no. 6 (2017): 335-344. [4] Hervas-Stubbs, Sandra, Mario M. Soldevilla, Helena Villanueva, Uxua Mancheño, Maurizio Bendandi, and Fernando Pastor. "Identification of TIM3 2′-fluoro oligonucleotide aptamer by HT-SELEX for cancer immunotherapy." Oncotarget 7, no. 4 (2015): 4522. [5] Gruenke, Paige R., Khalid K. Alam, Kamal Singh, and Donald H. Burke. "2′-fluoro-modified pyrimidines enhance affinity of RNA oligonucleotides to HIV-1 reverse transcriptase." RNA 26, no. 11 (2020): 1667-1679. [6] Lozano, Teresa, Mario Martínez Soldevilla, Noelia Casares, Helena Villanueva, Maurizio Bendandi, Juan Jose Lasarte, and Fernando Pastor. "Targeting inhibition of Foxp3 by a CD28 2′-Fluro oligonucleotide aptamer conjugated to P60-peptide enhances active cancer immunotherapy." Biomaterials 91 (2016): 73-80.

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