172405-16-2

Basic information

• Product Name: N4-Boc-cytosin-1-yl acetic acid
• Synonyms: N4-Boc-cytosin-1-yl acetic acid;2-(4-((Tert-Butoxycarbonyl)Amino)-2-Oxopyrimidin-1(2H)-Yl)Acetic Acid
• CAS NO: 172405-16-2
• Molecular Formula: C₁₁H₁₅N₃O₅
• Molecular Weight: 269.2539
• Mol File: 172405-16-2.mol

Chemical Properties

• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 2.95±0.10(Predicted)
• CAS DataBase Reference: N4-Boc-cytosin-1-yl acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N4-Boc-cytosin-1-yl acetic acid(172405-16-2)
• EPA Substance Registry System: N4-Boc-cytosin-1-yl acetic acid(172405-16-2)

Safety Data

• Hazardous Substances Data: 172405-16-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N4-Boc-cytosin-1-yl acetic acid is used as a protected intermediate for the synthesis of nucleoside analogs and other bioactive compounds. The Boc group serves to protect the amine group during the synthesis process, allowing for selective reactions to occur at other sites on the molecule.
Used in Chemical Biology Research:
In the field of chemical biology, N4-Boc-cytosin-1-yl acetic acid is utilized as a building block for the development of novel nucleic acid analogs. Its unique structure allows researchers to explore its interactions with biological systems, potentially leading to the discovery of new therapeutic agents or diagnostic tools.
Used in Pharmaceutical Industry:
N4-Boc-cytosin-1-yl acetic acid is used as a key component in the synthesis of innovative pharmaceuticals targeting various diseases. Its modified cytosine structure may offer advantages over traditional cytosine-based compounds, such as improved stability, selectivity, or bioavailability.
Used in Drug Development:
N4-Boc-cytosin-1-yl acetic acid is employed as a precursor in the development of new drugs, particularly those aimed at modulating gene expression or interfering with nucleic acid metabolism. Its unique chemical properties may provide a foundation for the creation of more effective and targeted therapeutics.

Upstream product

• 172405-15-1 N₄-(tert-Butyloxycarbonyl)-N₁-methoxycarbonylmethylcytosine 
• 55175-48-9 ethyl 2-(4-amino-2-oxopyrimidin-1(2H)-yl)acetate 
• 211321-08-3 cytosine-1-benzylacetic acid 
• 154409-68-4 benzyl cytosine(Boc) acetate 

Downstream Products

• 1243539-93-6 C₂₂H₂₇N₇O₆ 
• 1243540-03-5 C₃₇H₄₁N₅O₄ 
• 1243539-99-2 C₃₆H₃₉N₅O₄ 
• 1052677-57-2 C₂₄H₃₀N₈O₈ 
• 1052677-55-0 C₃₆H₄₉N₅O₉Si 

Relevant articles and documents

Submonomeric strategy with minimal protection for the synthesis of C(2)-modified peptide nucleic acids

A novel synthesis of C(2)-modified peptide nucleic acids (PNAs) is proposed, using a submonomeric strategy with minimally protected building blocks, which allowed a reduction in the required synthetic steps. N(3)-unprotected, D-Lys- and D-Arg-based backbones were used to obtain positively charged PNAs with high optical purity, as inferred from chiral GC measurements. “Chiral-box” PNAs targeting the G12D point mutation of the KRAS gene were produced using this method, showing improved sequence selectivity for the mutated- vs wild-type DNA strand with respect to unmodified PNAs.

Expanding the scope and orthogonality of PNA synthesis

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromolecules for microarr

Expanding the scope of PNA-encoded libraries: divergent synthesis of libraries targeting cysteine, serine and metallo-proteases as well as tyrosine phosphatases

Seven PNA-encoded combinatorial libraries targeting proteases and phosphatases with covalent reversible and irreversible mechanism-based inhibitors were prepared. The libraries were synthesized using modified PNA monomers, which dramatically increase the water solubility of the libraries in biologically relevant buffers. The libraries were shown to selectively inhibit targeted enzymes.

Substituted N-ethylglycine derivatives for preparing PNA and PNA/DNA hybrids

There are described N-ethylglycine derivatives of the formula I in which PG is a urethane-type or trityl-type amino protective group which is labile to weak acids, X is NH, O or S, Y is CH2, NH or O, and B' are bases customary in nucleotide chemistry, the exocyclic amino or hydroxyl groups of which being protected by suitable, known protective groups, or are base substitute compounds, and their salts with tert-organic bases, as well as a process for their preparation. The N-ethylglycine derivatives of the formula I are used in the preparation of PNA and PNA/DNA hybrids.