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A211000

DMT-2′O-TBDMS-rA(bz) Phosphoramidite

Name: DMT-2′O-TBDMS-rA(bz) Phosphoramidite
Brand: SIGMA

Synonym(s):

DMT-2’O-TBDMS-rA(bz) Amidite, N-benzoyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-adenosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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About This Item

Empirical Formula (Hill Notation):

C₅₃H₆₆N₇O₈PSi

CAS Number:

104992-55-4

Molecular Weight:

988.19

MDL number:

MFCD00080297

UNSPSC Code:

12352200

PubChem Substance ID:

329770730

NACRES:

NA.51

biological source

non-animal source (no BSE/TSE risk)

Quality Level

300

product line

Proligo Reagents

Assay

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

form

powder

technique(s)

oligo synthesis: suitable

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: adenosine
base protecting group: benzoyl
2' protecting group: TBDMS
5' protecting group: DMT
deprotection: 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)n3cnc4c(NC(=O)c5ccccc5)ncnc34)(c6ccccc6)c7ccc(OC)cc7

InChI

1S/C53H66N7O8PSi/c1-36(2)60(37(3)4)69(65-32-18-31-54)67-46-44(33-64-53(39-21-16-13-17-22-39,40-23-27-42(62-8)28-24-40)41-25-29-43(63-9)30-26-41)66-51(47(46)68-70(10,11)52(5,6)7)59-35-57-45-48(55-34-56-49(45)59)58-50(61)38-19-14-12-15-20-38/h12-17,19-30,34-37,44,46-47,51H,18,32-33H2,1-11H3,(H,55,56,58,61)/t44-,46-,47-,51-,69?/m1/s1

InChI key

FFXHNCNNHASXCT-RFMFGJHUSA-N

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Related Categories

Nucleosides and Nucleotides

General description

DMT-2′O-TBDMS-rA(bz) 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)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)