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2'-O-MOE-A(Bz)-3'-phosphoramidite

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2'-O-MOE-A(Bz)-3'-phosphoramidite Basic information

Product Name:
2'-O-MOE-A(Bz)-3'-phosphoramidite
Synonyms:
  • 2'-O-MOE-A(Bz)-3'-phosphoramidite
  • N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
  • N6-Benzoyl-5'-O-DMT-2'-O-(2-methoxyethyl)adenosine 3'-CE phosphoramidite
  • 2'-O-MOE-A(Bz)-CE Phosphoramidite
  • ADENOSINE, N-BENZOYL-5'-O-[BIS(4-METHOXYPHENYL)PHENYLMETHYL]-2'-O-(2-METHOXYETHYL)-, 3'-[2-CYANOETHYL BIS(1-METHYLETHYL)PHOSPHORAMIDITE] (9CI)
  • 2'-O-MOE-Bz-A Phosphoramidite
  • 5'-O-[BIS(4-METHOXYPHENYL)PHENYLMETHYL]-2'-O-ME-A(BZ) PHOSPHORAMIDITE
  • DMT-2'-O-MOE-A(Bz)-CE-Phosphoramidite
CAS:
251647-53-7
MF:
C50H58N7O9P
MW:
932.01
Product Categories:
  • Amidite
Mol File:
251647-53-7.mol
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2'-O-MOE-A(Bz)-3'-phosphoramidite Chemical Properties

pka
7.87±0.43(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1/C50H58N7O9P/c1-34(2)57(35(3)4)67(64-28-14-27-51)66-44-42(31-63-50(37-17-12-9-13-18-37,38-19-23-40(60-6)24-20-38)39-21-25-41(61-7)26-22-39)65-49(45(44)62-30-29-59-5)56-33-54-43-46(52-32-53-47(43)56)55-48(58)36-15-10-8-11-16-36/h8-13,15-26,32-35,42,44-45,49H,14,28-31H2,1-7H3,(H,52,53,55,58)/t42-,44-,45-,49-,67?/s3
InChIKey
VPBYBQBHLYRLHG-VCCSSPGHNA-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](N2C3=C(C(=NC=N3)NC(=O)C3=CC=CC=C3)N=C2)[C@H](OCCOC)[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,46,52,r|
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2'-O-MOE-A(Bz)-3'-phosphoramidite Usage And Synthesis

Description

2'-O-MOE-A(Bz)-3'-phosphoramidite, also known as DMT-2'-O-MOE-rA(Bz) phosphoramidite, inserts 2'-O-methoxyethyl-modified adenosine into oligonucleotide phosphoramidites for antisense RNA. Its 2'-MOE backbone bolsters duplex stability, nuclease resistance, and has low toxicity, contributing to effective, safe genetic manipulation. It is an adenosine analog. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. Its popular products are adenosine phosphate, Acadesine (HY-13417), Clofarabine (HY-A0005), Fludarabine phosphate (HY-B0028) and Vidarabine (HY-B0277).

Chemical Properties

The IUPAC name of 2'-O-MOE-A(Bz)-3'-phosphoramidite is (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite. It is white to off-white powder.

Uses

N6-Benzoyl-5''-O-DMT-2''-O-(2-methoxyethyl)adenosine 3''-CE phosphoramidite (CAS# 251647-53-7) is used diagnostically in the screening of insulin-like growth factor-I (IGF-I) and growth hormone receptor (GHR) oligonucleotidic modulators.

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