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Key Documents

U211140

Sigma-Aldrich

DMT-2′O-Methyl-rU Phosphoramidite

configured for MerMade

Sinônimo(s):

5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-uridine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite], DMT-2′O-Methyl-rU amidite

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About This Item

Fórmula empírica (Notação de Hill):
C40H49N4O9P
Número CAS:
Peso molecular:
760.81
Número MDL:
Código UNSPSC:
41116105
NACRES:
NA.51

fonte biológica

non-animal source (no BSE/TSE risk)

Nível de qualidade

linha de produto

Proligo Reagents

Ensaio

≥99% (31P-NMR)
≥99.0% (reversed phase HPLC)

forma

powder

peso molecular

760.81 g/mol

Impurezas

≤0.3% mU2 (reversed phase HPLC, Hydrolysate)
≤0.3% mU3 (reversed phase HPLC, DMT-rme)
≤0.3% water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤0.5% single Impurity (redox titration)
≤1.0% mU1 (reversed phase HPLC, DMT-rUme-DMT)
≤3% residual Solvent content

cor

white to off-white

adequação

conforms to structure for H-NMR
conforms to structure for LC-MS

compatibilidade

configured for MerMade

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CO[C@@H]1[C@H](OP(OCCC#N)N(C(C)C)C(C)C)[C@@H](COC(c2ccccc2)(c3ccc(OC)cc3)c4ccc(OC)cc4)O[C@H]1N5C=CC(=O)NC5=O

InChI

1S/C40H49N4O9P/c1-27(2)44(28(3)4)54(51-25-11-23-41)53-36-34(52-38(37(36)49-7)43-24-22-35(45)42-39(43)46)26-50-40(29-12-9-8-10-13-29,30-14-18-32(47-5)19-15-30)31-16-20-33(48-6)21-17-31/h8-10,12-22,24,27-28,34,36-38H,11,25-26H2,1-7H3,(H,42,45,46)/t34-,36-,37-,38-,54?/m1/s1

chave InChI

UVUOJOLPNDCIHL-XKZJCBTISA-N

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Descrição geral

DMT-2′O-Methyl-rU Phosphoramidite belongs to the class of 2′O-Methyl RNA Phosphoramidites. Its key features include:
  • High yield of crude oligonucleotides Compatible with DNA synthesis
  • Can be employed together with DNA or RNA phosphoramidites in the same synthesis to produce mixmer oligonucleotides
  • Recommended deprotection conditions are 8 hours at 55 deg C using concentrated ammonia solution, or with AMA (concentrated ammonia/40% aqueous methylamine I/I, v/v) for 10 minutes at 65 deg C
  • Purification and other downstream processing of fully modified 2′OMethyl RNA oligonucleotides are simpler than in the case of RNA, as no special precautions are required to provide protection against nucleolytic degradation
  • Synthesis of 2′O-Methyl RNA oligonucleotides is similar to standard DNA synthesis but requires an elongated coupling time (recommended is 6minutes compared to 90 seconds for DNA monomers)
  • 2′O-Methyl RNA phosphoramidites are also available with fast deprotection chemistry

Aplicação

2′O-Methyl RNA nucleoside including DMT-2′O-Methyl-rU Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.The unique combination of properties of 2′O-Methyl RNA had found widespread use in the fields of:

  • Diagnostic probes
  • Aptamer and ribozyme development
  • Mixed 2′O-Methyl-RNA/DNA antisense molecules

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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