415711-30-7

Basic information

• Product Name: N-((2R,3R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxybutan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide
• Synonyms: N-((2R,3R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxybutan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide
• CAS NO: 415711-30-7
• Molecular Weight: 573.646
• Mol File: 415711-30-7.mol

Chemical Properties

• CAS DataBase Reference: N-((2R,3R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxybutan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-((2R,3R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxybutan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide(415711-30-7)
• EPA Substance Registry System: N-((2R,3R)-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxybutan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide(415711-30-7)

Safety Data

• Hazardous Substances Data: 415711-30-7(Hazardous Substances Data)

Upstream product

• 20924-05-4 thymidyl acetic acid 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 55036-34-5 ethyl 2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate 
• 415711-29-4 N-{1-{[(4,4'-dimethoxytrityl)oxy]methyl}-2-hydroxypropyl}-2,2,2-trifluoroacetamide 

Relevant articles and documents

RNA/aTNA chimeras: RNAi effects and nucleases resistance of single and double stranded RNAs

The RNA interference pathway (RNAi) is a specific and powerful biological process, triggered by small non-coding RNA molecules and involved in gene expression regulation. In this work, we explored the possibility of increasing the biological stability of these RNA molecules by replacing their natural ribose ring with an acyclic L-threoninol backbone. In particular, this modification has been incorporated at certain positions of the oligonucleotide strands and its effects on the biological properties of the siRNA have been evaluated. In vitro cellular RNAi assays have demonstrated that the L-threoninol backbone is well tolerated by the RNAi machinery in both double and single-stranded fashion, with activities significantly higher than those evinced by the unmodified RNAs and comparable to the well-known phosphorothioate modification. Additionally, this modification conferred extremely strong resistance to serum and 3′/5′-exonucleases. In view of these results, we applied this modification to the knockdown of a therapeutically relevant human gene such as apolipoprotein B ( ApoB). Further studies on the activation of the innate immune system showed that L-threoninol-modified RNAs are slightly less stimulatory than unmodified RNAs.

Acyclicl-threoninol nucleic acid (l-aTNA) with suitable structural rigidity cross-pairs with DNA and RNA

We report the hybridization properties of a novel artificial nucleic acid: acyclicl-threoninol nucleic acid (l-aTNA). l-aTNA formed a more stable duplex with DNA and RNA than either d-aTNA or serinol nucleic acid (SNA) as the rigidity of the l-form was more optimal for interaction with natural nucleic acids. This journal is

Oligonucleotide

PROBLEM TO BE SOLVED: To provide an oligonucleotide comprising an artificial nucleic acid which sequence-specifically recognizes DNA and RNA as targets and has excellent heat stability or optical performance. SOLUTION: The present invention provides an oligonucleotide bonded by a phosphoric diester bond, the oligonucleotide consisting of only an artificial nucleic acid comprising a skeleton represented by formula (1) (B is a base having a pyrimidone or imidazo pyrimidone structure bonded at N in the skeleton, and X is O or S). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Highly stable triple helix formation by homopyrimidine (l)-acyclic threoninol nucleic acids with single stranded DNA and RNA

Acyclic (l)-threoninol nucleic acid (aTNA) containing thymine, cytosine and adenine nucleobases were synthesized and shown to form surprisingly stable triplexes with complementary single stranded homopurine DNA or RNA targets. The triplex structures consist of two (l)-aTNA strands and one DNA or RNA, and these triplexes are significantly stronger than the corresponding DNA or RNA duplexes as shown in competition experiments. As a unique property the (l)-aTNAs exclusively form triplex structures with DNA and RNA and no duplex structures are observed by gel electrophoresis. The results were compared to the known enantiomer (d)-aTNA, which forms much weaker triplexes depending upon temperature and time. It was demonstrated that (l)-aTNA triplexes are able to stop primer extension on a DNA template, showing the potential of (l)-aTNA for antisense applications. This journal is

Synthesis and hybridization properties of sugar-modified oligonucleotides

L-Threoninol-derived acyclic nucleotide monomers were prepared and incorporated into oligonucleotides at preselected positions via phosphoramidite chemistry. Hybridization properties of these modified oligonucleotides with the corresponding natural oligom