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U211000

DMT-2′O-TBDMS-rU Phosphoramidite

Name: DMT-2′O-TBDMS-rU Phosphoramidite
Brand: SIGMA

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₄₅H₆₁N₄O₉PSi

CAS Number:

118362-03-1

Molecular Weight:

861.05

NACRES:

NA.51

PubChem Substance ID:

329827595

UNSPSC Code:

12352200

MDL number:

MFCD00080343

Assay:

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

Biological source:

non-animal source (no BSE/TSE risk)

Form:

powder

Storage temp.:

−20°C

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Properties

biological source

non-animal source (no BSE/TSE risk)

Quality Segment

200, 300

product line

Proligo Reagents

assay

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

form

powder

impurities

≤0.3 wt. % water content (Karl Fischer), ≤0.5% P(III) Impurities 100-169ppm (³¹P-NMR), ≤0.5% single Impurity (reversed phase HPLC), ≤3 wt. % residual Solvent content

color

white to off-white

λ

conforms (UV/VIS Identity)

suitability

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

nucleoside profile

base: uridine
base protecting group: none
2' protecting group: TBDMS
5' protecting group: DMT
deprotection: fast/standard

storage temp.

−20°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H]([C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)N3C=CC(=O)NC3=O)(c4ccccc4)c5ccc(OC)cc5

InChI

1S/C45H61N4O9PSi/c1-31(2)49(32(3)4)59(55-29-15-27-46)57-40-38(56-42(48-28-26-39(50)47-43(48)51)41(40)58-60(10,11)44(5,6)7)30-54-45(33-16-13-12-14-17-33,34-18-22-36(52-8)23-19-34)35-20-24-37(53-9)25-21-35/h12-14,16-26,28,31-32,38,40-42H,15,29-30H2,1-11H3,(H,47,50,51)/t38-,40-,41-,42-,59?/m1/s1

InChI key

SKNLXHRBXYGJOC-ZMHKPELYSA-N

Description

General description

DMT-2′O-TBDMS-rU Phosphoramidite belongs to the group of 2′O-TBDMS RNA Phosphoramidites.

Application

RNA interference (RNAi) has become a popular tool for the sequence-specific inhibition of gene expression and can be used in target validation and other drug development techniques. The most convenient method to provide sequence-specific RNA oligonucleotides is a chemical synthesis on a solid support with RNA phosphoramidites and RNA CPG, analogous to DNA synthesis.

Features and Benefits

Industry-standard 2′O-TBDMS protective group
Consistent lot-to-lot purity and performance
Compatible with deprotection methods based on methylamine or AMA
Standard RNA phosphoramidites provide excellent coupling results when used with ETT or BTT as activator; best results are obtained with Activator 42
Capping with standard acetic anhydride capping reagent rather than with Fast Deprotection Cap A
Manufactured under a certified ISO 9001 quality system

Other Notes

The unique properties of RNA have stimulated the development of a variety of applications in diagnostics and therapeutics, as well as in basic molecular biology research where RNA can be used as:

Catalytic agents (ribozymes)
Affinity ligands (aptamers)
Agents to induce gene silencing (RNA interference)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c