• 1. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
  Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
• 2. An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes
  Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
• 3. An aptasensor for the detection of ampicillin in milk using a personal glucose meter
  Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
• 4. An all-solid-state asymmetric device based on a polyaniline hydrogel for a high energy flexible supercapacitor?
  Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
• 5. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acids
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Research Brief on 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid (CAS: 172299-81-9)

3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid (CAS: 172299-81-9) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, often utilized as a key intermediate in organic synthesis, plays a crucial role in the development of novel therapeutics and bioactive molecules. Recent studies have explored its potential applications in peptide synthesis, prodrug design, and as a building block for more complex molecular architectures.

One of the primary research focuses involving 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid is its role in the synthesis of protected amino acid derivatives. The tert-butoxycarbonyl (Boc) group serves as a protective moiety for amines, enabling selective reactions in multi-step synthetic pathways. This property is particularly valuable in peptide chemistry, where the Boc group can be selectively removed under mild acidic conditions, minimizing side reactions and preserving the integrity of the peptide chain.

Recent advancements have highlighted the compound's utility in the development of prodrugs. Prodrug strategies often involve the temporary modification of bioactive molecules to improve their pharmacokinetic properties, such as solubility, stability, or bioavailability. The methoxyamino and propanoic acid functionalities in 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid provide versatile handles for conjugation with drug molecules, facilitating the design of prodrugs that can be activated under specific physiological conditions.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the use of 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid as a linker in the synthesis of targeted anticancer prodrugs. The study reported that the compound's unique chemical properties allowed for the controlled release of the active drug moiety in tumor microenvironments, enhancing therapeutic efficacy while reducing systemic toxicity. This finding underscores the potential of 172299-81-9 in precision medicine applications.

Another area of interest is the compound's role in chemical biology tools development. Its ability to act as a bifunctional linker has been exploited in the design of activity-based probes (ABPs) and photoaffinity labels. These tools are essential for studying enzyme mechanisms, protein-protein interactions, and target identification in drug discovery. A recent preprint on bioRxiv detailed the use of 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid in the synthesis of a new class of ABPs for profiling deubiquitinating enzymes (DUBs), which are implicated in various diseases, including cancer and neurodegenerative disorders.

Despite its promising applications, challenges remain in the large-scale synthesis and purification of 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid. Recent efforts have focused on optimizing synthetic routes to improve yield and purity. A 2024 patent application disclosed a novel catalytic method for the efficient preparation of the compound, highlighting advancements in green chemistry principles and reducing the reliance on hazardous reagents.

In conclusion, 3-((Tert-Butoxycarbonyl)(methoxy)amino)propanoic acid (CAS: 172299-81-9) continues to be a valuable tool in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, coupled with its applications in prodrug design and chemical biology tools, positions it as a compound of significant interest for future studies. Ongoing research aims to further explore its potential in drug development and therapeutic innovation.

• 908333-98-2(2H-1,2-Oxazocine-2-carboxylicacid, hexahydro-, 1,1-dimethylethyl ester)
• 177025-54-6(Carbamic acid, hydroxy(2-methylpropyl)-, 1,1-dimethylethyl ester)
• 195708-28-2(Carbamic acid, (2-propenyloxy)propyl-, 1,1-dimethylethyl ester)
• 616235-74-6(Carbamic acid, (3-butenyloxy)-4-pentenyl-, 1,1-dimethylethyl ester)
• 616235-75-7(CARBAMIC ACID, 4-PENTENYL(4-PENTENYLOXY)-, 1,1-DIMETHYLETHYL ESTER)
• 54020-55-2(2-Isoxazolidinecarboxylic acid, ethyl ester (9CI);)
• 474510-51-5(Carbamic acid, methoxy(2-methylpropyl)-, ethyl ester (9CI))
• 664364-75-4(1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester)
• 616235-69-9(CARBAMIC ACID, 3-BUTENYL(2-PROPENYLOXY)-, 1,1-DIMETHYLETHYL ESTER)
• 616235-71-3(CARBAMIC ACID, 3-BUTENYL(3-BUTENYLOXY)-, 1,1-DIMETHYLETHYL ESTER)