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Key Documents

G211100

Sigma-Aldrich

DMT-2′O-Methyl-rG(ib) Phosphoramidite

Sinônimo(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

Fórmula empírica (Notação de Hill):
C45H56N7O9P
Número CAS:
Peso molecular:
869.94
Número MDL:
Código UNSPSC:
41116105
ID de substância PubChem:
NACRES:
NA.51

fonte biológica

non-animal source (no BSE/TSE risk)

Nível de qualidade

Ensaio

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

forma

powder

Impurezas

≤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

cor

white to off-white

λ

conforms (UV/VIS Identity)

adequação

conforms to structure for H-NMR
conforms to structure for LC-MS

perfil de nucleosídeo

base: guanosine
base protecting group: isobutyryl
2' protecting group: methyl
5' protecting group: DMT
deprotection: standard

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

IRRDHRZUOZNWDJ-MLLDKZSOSA-N

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Descrição geral

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.

Aplicação

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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