DMT-2′O-Methyl-rC(ac) Phosphoramidite Chemical Properties

Melting point:

102 - 104°C

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

powder

pka

10.18±0.20(Predicted)

color 

white to off-white

InChI

InChI=1/C42H52N5O9P/c1-28(2)47(29(3)4)57(54-26-12-24-43)56-38-36(55-40(39(38)52-8)46-25-23-37(44-30(5)48)45-41(46)49)27-53-42(31-13-10-9-11-14-31,32-15-19-34(50-6)20-16-32)33-17-21-35(51-7)22-18-33/h9-11,13-23,25,28-29,36,38-40H,12,26-27H2,1-8H3,(H,44,45,48,49)/t36-,38-,39-,40-,57?/s3

InChIKey

WNWUMIPFLOKTEZ-UAQIPLLRSA-N

SMILES

O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C=CC(NC(C)=O)=NC2=O)[C@H](OC)[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,39,42,r|

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29349990

DMT-2′O-Methyl-rC(ac) Phosphoramidite Usage And Synthesis

Uses

2''-OMe-Ac-C Phosphoramidite (CAS# 199593-09-4) is a nucleotide used in the solid-phase synthesis of phosphorothioate oligonucleotides using sulfurization byproducts for in situ capping.

Application

2′O-Methyl RNA nucleoside including DMT-2′O-Methyl-rC(ac) 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

General Description

DMT-2′O-Methyl-rC(ac) Phosphoramidite is one of the 2′O-Methyl RNA monomers that feature methoxy groups at the 2′-position. Themethoxy groups are perfectly stable in all conditions employed in theassembly of oligonucleotides by automated phosphoramidite synthesis, andin all standard alkaline deprotection conditions.Its key features include:
High yield of crude oligonucleotides
Compatible with DNA synthesis
Can be employed together with DNA or RNA phosphoramidites in thesame synthesis to produce mixmer oligonucleotides
Recommended deprotection conditions are 8 hours at 55 °C usingconcentrated ammonia solution, or with AMA (concentrated ammonia/40% aqueous methylamine I/I, v/v) for 10 minutes at 65 °C
Purification and other downstream processing of fully modified 2′OMethyl RNA oligonucleotides are simpler than in the case of RNA, as nospecial precautions are required to provide protection against nucleolyticdegradation
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

DMT-2′O-Methyl-rC(ac) Phosphoramidite(199593-09-4)Related Product Information

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