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G211100

Sigma-Aldrich

DMT-2′O-Methyl-rG(ib) Phosphoramidite

Synonym(s):

DMT-2′-O-Me-rG(ib) amidite, N-(2-methyl-1-oxopropyl)-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-guanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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About This Item

Empirical Formula (Hill Notation):
C45H56N7O9P
CAS Number:
Molecular Weight:
869.94
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.51
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biological source

non-animal source (no BSE/TSE risk)

Quality Level

assay

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

form

powder

impurities

≤0.1% single unspecified Impurity (reversed phase HPLC)
≤0.3% mG2 (reversed phase HPLC, Hydrolysate)
≤0.3% mG3 (reversed phase HPLC, DMT-rG(ib)me)
≤0.3 wt. % water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)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: guanosine
base protecting group: isobutyryl
2' protecting group: methyl
5' protecting group: DMT
deprotection: standard

storage temp.

2-8°C

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1 of 4

This Item
RAB0442RAB0440RAB0446
Gene Information

human ... STAT1(6772)
mouse ... STAT1(20846)

Gene Information

human ... STAT1(6772)
mouse ... STAT1(20846)

Gene Information

human ... STAT1(6772)
mouse ... STAT1(20846)

Gene Information

human ... STAT3(6774)
mouse ... STAT3(20848)
rat ... STAT3(25125)

species reactivity

mouse, human

species reactivity

human, mouse

species reactivity

mouse, human

species reactivity

human, mouse, rat

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

technique(s)

ELISA: suitable, capture ELISA: suitable

technique(s)

ELISA: suitable, capture ELISA: suitable

technique(s)

ELISA: suitable, capture ELISA: suitable

technique(s)

ELISA: suitable, capture ELISA: suitable

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

shipped in

wet ice

shipped in

wet ice

shipped in

wet ice

shipped in

wet ice

General description

DMT-2′O-Methyl-rG(ib) 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-rG(ib) Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.It has widespread applications in the fields of:
  • Diagnostic probes
  • Aptamer and ribozyme development
  • Mixed 2′O-Methyl-RNA/DNA antisense molecules

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Nada F Atta et al.
Analytical biochemistry, 400(1), 78-88 (2010-01-13)
An interesting electrochemical sensor has been constructed by the electrodeposition of palladium nanoclusters (Pd(nano)) on poly(N-methylpyrrole) (PMPy) film-coated platinum (Pt) electrode. Cyclic voltammetry, electrochemical impedance spectroscopy (EIS), and scanning electron microscopy were used to characterize the properties of the modified
Jiang Zhou et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(4), 1157-1162 (2004-12-30)
Electrospray ionization mass spectrometry (ESI-MS) was used to investigate noncovalent complexes formed between four novel polyamides containing N-methylpyrrole (Py) and N-methylimidazole (Im), and human telomeric DNA. Of the four polyamides investigated, PyPyPygammaImImImbetaDp (3) had the highest binding affinity towards the
Giovanni Piani et al.
The journal of physical chemistry. A, 113(52), 14554-14558 (2009-10-16)
We investigated the reaction dynamics of N-methylpyrrole (NMP) along the N-CH3 coordinate, upon excitation energies below 6.4 eV. Ours and previous experiments show clearly the existence of different reaction channels leading to slow and fast fragment production whose relative efficiency
Shigeki Nishijima et al.
Bioorganic & medicinal chemistry, 18(2), 978-983 (2009-12-22)
In order to investigate the influence of molecular size and pyrrole (Py)/imidazole (Im) content on the cell permeability of Py-Im-polyamide-fluorescein conjugates we systematically designed the Py-polyamides and Im-polyamides. Flow cytometric analysis revealed that Py-polyamides, even those with large molecular size
Michael A Marques et al.
Journal of the American Chemical Society, 126(33), 10339-10349 (2004-08-19)
The discrimination of the four Watson-Crick base pairs by minor groove DNA-binding polyamides have been attributed to the specificity of three five-membered aromatic amino acid subunits, 1-methyl-1H-imidazole (Im), 1-methyl-1H-pyrrole (Py), and 3-hydroxy-1H-pyrrole (Hp) paired four different ways. The search for

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