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
• Article Data: 4

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

General Description

N4-Boc-cytosin-1-yl acetic acid is a chemical compound with the molecular formula C14H18N4O6. It is a derivative of cytosine, a nucleobase found in DNA and RNA. The compound contains a Boc (tert-butyloxycarbonyl) protective group on the nitrogen atom of the cytosine ring, which is commonly used in organic synthesis to protect amine groups. Additionally, it has an acetic acid moiety linked to the cytosine ring. N4-Boc-cytosin-1-yl acetic acid has potential applications in organic synthesis and chemical biology research due to its modified cytosine structure, which may be useful in the synthesis of nucleoside analogs and other bioactive compounds.

Upstream product

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

Downstream Products

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

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 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.