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G211100

DMT-2′O-Methyl-rG(ib) Phosphoramidite

Name: DMT-2′O-Methyl-rG(ib) Phosphoramidite
Brand: SIGMA

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:

150780-67-9

Molecular Weight:

869.94

NACRES:

NA.51

PubChem Substance ID:

329799862

UNSPSC Code:

41116105

MDL number:

MFCD00792625

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

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Properties

biological source

non-animal source (no BSE/TSE risk)

Quality Segment

300

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.

-10 to -25°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(=O)NC(NC(=O)C(C)C)=Nc56

InChI

1S/C45H56N7O9P/c1-28(2)41(53)49-44-48-40-37(42(54)50-44)47-27-51(40)43-39(57-9)38(61-62(59-25-13-24-46)52(29(3)4)30(5)6)36(60-43)26-58-45(31-14-11-10-12-15-31,32-16-20-34(55-7)21-17-32)33-18-22-35(56-8)23-19-33/h10-12,14-23,27-30,36,38-39,43H,13,25-26H2,1-9H3,(H2,48,49,50,53,54)/t36-,38-,39-,43-,62?/m1/s1

InChI key

IRRDHRZUOZNWDJ-MLLDKZSOSA-N

Description

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c