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Merck

C213100

DMT-2′O-Methyl-rC(ac) Phosphoramidite

Synonyme(s) :

N-acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-cytidine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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A propos de cet article

Formule empirique (notation de Hill) :
C42H52N5O9P
Numéro CAS:
Poids moléculaire :
801.86
MDL number:
UNSPSC Code:
41116105
NACRES:
NA.51
eCl@ss:
32120505
Assay:
≥99% (31P-NMR), ≥99.0% (reversed phase HPLC)
Biological source:
non-animal source (no BSE/TSE risk)
Form:
powder
Storage temp.:
-10 to -25°C
Service technique
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biological source

non-animal source (no BSE/TSE risk)

Quality Segment

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% mC2 (reversed phase HPLC, Hydrolysate), ≤0.3% mC3 (reversed phase HPLC, DMT-rC(ac)me), ≤0.3% mC4 (reversed phase HPLC, DMT-rC(ac)me-Ac), ≤0.3 wt. % water content (Karl Fischer), ≤0.5% P(III) Impurities 100-169ppm (31P-NMR), ≤1.0% mC1 (reversed phase HPLC, DMT-rC(ac)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: cytidine
base protecting group: acetyl
2' protecting group: methyl
5' protecting group: DMT
deprotection: fast/standard

storage temp.

-10 to -25°C

SMILES string

P(N(C(C)C)C(C)C)(O[C@@H]1[C@H](O[C@H](C1OC)N5C=CC(=NC5=O)NC(=O)C)COC(c4ccc(cc4)OC)(c3ccc(cc3)OC)c2ccccc2)OCCC#N

InChI

1S/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?/m1/s1

InChI key

WNWUMIPFLOKTEZ-IXZONTHDSA-N

General description

DMT-2′O-Methyl-rC(ac) Phosphoramidite belongs to the group 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-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.

Other Notes

It has widespread applications in the fields of:
  • Diagnostic probes
  • Aptamer and ribozyme development
  • Mixed 2′O-Methyl-RNA/DNA antisense molecules


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Classe de stockage

11 - Combustible Solids

Que se passe-t-il ?

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable



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