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2'-O-MOE-5MeU-3'-phosphoramidite

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2'-O-MOE-5MeU-3'-phosphoramidite Basic information

Product Name:
2'-O-MOE-5MeU-3'-phosphoramidite
Synonyms:
  • 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)-5-methyluridine 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
  • (2R,3R,4R,5R)-2-((BIS(4-METHOXYPHENYL)(PHENYL)METHOXY)METHYL)-4-(2-METHOXYETHOXY)-5-(5-METHYL-2,4-DIOXO-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)TETRAHYDROFURAN-3-YL 2-CYANOETHYL DIISOPROPYLPHOSPHORAMIDITE
  • 2-O-MOE-5-Methyl-Uridine Phosphoramidite
  • 5'-O-DMT-2'-O-methyl-5-methyluridine
  • 5-Me-DMT-2'-O-Me-Ur
  • 5-Methyl-5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyl-uridine
  • 2'-O-MOE-5MeU-3'-phosphoramidite
  • 5'-O-DMTR-2'-O-(2-METHOXYETHYL)-5-METHYLURIDINE-3'-CED-PHOSPHORAMIDITE
CAS:
163878-63-5
MF:
C43H55N4O10P
MW:
818.89
Product Categories:
  • Amidite
Mol File:
163878-63-5.mol
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2'-O-MOE-5MeU-3'-phosphoramidite Chemical Properties

pka
9.55±0.10(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1/C43H55N4O10P/c1-29(2)47(30(3)4)58(55-24-12-23-44)57-38-37(56-41(39(38)53-26-25-50-6)46-27-31(5)40(48)45-42(46)49)28-54-43(32-13-10-9-11-14-32,33-15-19-35(51-7)20-16-33)34-17-21-36(52-8)22-18-34/h9-11,13-22,27,29-30,37-39,41H,12,24-26,28H2,1-8H3,(H,45,48,49)/t37-,38-,39-,41-,58?/s3
InChIKey
YFRRKZDUDXHJNC-UHDLEJOUNA-N
SMILES
O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C=C(C)C(=O)NC2=O)[C@H](OCCOC)[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,37,43,r|
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2'-O-MOE-5MeU-3'-phosphoramidite Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

5''-O-DMT-2''-O-methyl-5-methyluridine is a uridine-derived oligonucleoside (U829910) used in the synthetic preparation of nucleic acids.

General Description

2'-O-MOE-5MeU-3'-phosphoramidite is a phosphorite monomer that can be used in the synthesis of oligonucleotides.

General Description

Like the very similar 2’-OMe backbone, the 2’-O-methoxyethyl-RNA (2’-MOE) backbone provides enhanced duplex stability, significant nuclease resistance and relatively low toxicity. As a result, 2’-MOE has been an attractive backbone for many therapeutic candidates, several of which have been approved by the FDA. These drugs have included 1) 2’-MOE/DNA chimeras to facilitate RNase H cleavage of target RNA sequences as well as 2) steric blocking oligonucleotides to alter the splicing of mRNA. The standard 2’-MOE nucleotides are A, 5-Me-C, G and 5-Me-U.

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