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Key Documents

G211140

Sigma-Aldrich

DMT-2′O-Methyl-rG(ib) Phosphoramidite

configured for MerMade

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C45H56N7O9P
Numero CAS:
Peso molecolare:
869.94
Numero MDL:
Codice UNSPSC:
41116105
NACRES:
NA.51

Origine biologica

non-animal source (no BSE/TSE risk)

Livello qualitativo

Nome Commerciale

Proligo Reagents

Saggio

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

Forma fisica

powder

PM

869.94 g/mol

Impurezze

≤0.3% mG2 (reversed phase HPLC, Hydrolysate)
≤0.3% mG3 (reversed phase HPLC, DMT-rG(ib)me)
≤0.3% water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤0.5% single Impurity (redox titration)
≤1.0% mG1 (reversed phase HPLC, DMT-rG(ib)me-DMT)
≤3% residual Solvent content

Colore

white to off-white

Compatibilità

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

Temperatura di conservazione

2-8°C

Stringa SMILE

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
IRRDHRZUOZNWDJ-MLLDKZSOSA-N

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Descrizione generale

Proligo′s 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. The adenosine and guanosine monomers are protected with the standard benzoyl (bz) and isobutyryl (ib) groups.2′O-Methyl RNA is a nucleic acid analogue that is characterized by the exceptional hybridization properties that it imparts with complimentary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. The unique combination of properties of 2′O-Methyl RNA had found widespread use in the fields of:
  • Diagnostic probes
  • Aptamer and ribozyme development
  • Mixed 2′O-Methyl-RNA/DNA antisense molecule
Key Features:
  • High yield of crude oligonucleotides
  • Compatible with DNA synthesis
  • Can be employed together with DNA or RNA phosphoramidites in the same synthesis to produce mixmer oligonucleotides
  • Recommended deprotection conditions are 8 hours at 55 °C using concentrated ammonia solution, or with AMA (concentrated ammonia/40% aqueous methylamine I/I, v/v) for 10 minutes at 65 °C
  • Purification and other downstream processing of fully modified 2′OMethyl RNA oligonucleotides are simpler than in the case of RNA, as no special precautions are required to provide protection against nucleolyticdegradationDMT-2′O-Methyl-rG(ib) Phosphoramidite is configured for MerMade Synthesizers.

Altre note

The synthesis cycle for 2′O-Methyloligoribonucleotides consists of the sameseries of reactions as the cycle that is employed for DNA monomers.However, the rate of coupling for 2′O-Methyl RNA monomers is slowercompared to that of DNA monomers (a coupling time of 6 minutes isrecommended for 2′O-Methyl RNA monomers compared to 90 seconds forDNA monomers). With the exception of the 2′O-Methyl RNA monomers andsupports, RNA synthesis is accomplished with the same reagents as DNAsynthesis. All 2′O-Methyl RNA phosphoramidites from Sigma-Aldrich arediluted with dry acetonitrile.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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