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A211100

Sigma-Aldrich

DMT-2′O-Methyl-rA(bz) Phosphoramidite

Synonym(s):
DMT-2′-O-Me-rA(bz) amidite, N-benzoyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-adenosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
Empirical Formula (Hill Notation):
C48H54N7O8P
CAS Number:
Molecular Weight:
887.96
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

non-animal source (no BSE/TSE risk)

Quality Level

product line

Proligo Reagents

assay

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

form

powder

technique(s)

oligo synthesis: suitable

impurities

≤0.1% single unspecified Impurity (reversed phase HPLC)
≤0.3% mA2 (reversed phase HPLC, Hydrolysate)
≤0.3% mA3 (reversed phase HPLC, DMT-rA(bz)me)
≤0.3 wt. % water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤1.0% mA1 (reversed phase HPLC, DMT-rA(bz)me-DMT)
≤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: methyl
5' protecting group: DMT
deprotection: standard

storage temp.

2-8°C

SMILES string

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]1n5cnc6c(NC(=O)c7ccccc7)ncnc56

InChI

1S/C48H54N7O8P/c1-32(2)55(33(3)4)64(61-28-14-27-49)63-42-40(62-47(43(42)59-7)54-31-52-41-44(50-30-51-45(41)54)53-46(56)34-15-10-8-11-16-34)29-60-48(35-17-12-9-13-18-35,36-19-23-38(57-5)24-20-36)37-21-25-39(58-6)26-22-37/h8-13,15-26,30-33,40,42-43,47H,14,28-29H2,1-7H3,(H,50,51,53,56)/t40-,42-,43-,47-,64?/m1/s1

InChI key

AZCGOTUYEPXHMJ-PSVHYZMASA-N

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General description

DMT-2′O-Methyl-rA(bz) Phosphoramidite belongs to the class of 2′O-Methyl RNA Phosphoramidites. 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. 2′O-Methyl RNA is a nucleic acid analog that is characterized by the exceptional hybridization properties that it imparts with complementary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. 2′O-Methyl RNA monomers feature methoxy groups at the 2′-position. The methoxy groups are perfectly stable in all conditions employed in the assembly of oligonucleotides by automated phosphoramidite synthesis, and in all standard alkaline deprotection conditions.

Application

DMT-2′O-Methyl-rA(bz) Phosphoramidite is suitable for use in the preparation of oligonucleotide probes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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