DMT-2'O-Methyl-rU Phosphoramidite Chemical Properties

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO : 100 mg/mL (131.44 mM; Need ultrasonic)

form 

powder

pka

9.39±0.10(Predicted)

color 

white to off-white

biological source

non-animal source (no BSE/TSE risk)

InChI

InChI=1/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?/s3

InChIKey

UVUOJOLPNDCIHL-XKZJCBTISA-N

SMILES

C(C1C=CC=CC=1)(C1C=CC(OC)=CC=1)(C1C=CC(OC)=CC=1)OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC)[C@@H]1OP(OCCC#N)N(C(C)C)C(C)C |&1:25,27,36,39,r|

Safety Information

WGK Germany 

3

DMT-2'O-Methyl-rU Phosphoramidite Usage And Synthesis

Characteristics

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.

Uses

DMT-2'O-Methyl-rU Phosphoramidite is a white to off-white powder and is used as a pharmaceutical intermediate for pharmaceutical synthesis and scientific research.

Application

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

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