Name: (2R,3S)-(Fmoc-amino)-3-azidobutyric acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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$--

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Synonyms

Fmoc-D-Abu(3S-N3)-OH

IUPAC Name

(2R,3S)-3-azido-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid

Canonical SMILES

CC(C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)N=[N+]=[N-]

InChI

InChI=1S/C19H18N4O4/c1-11(22-23-20)17(18(24)25)21-19(26)27-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16-17H,10H2,1H3,(H,21,26)(H,24,25)/t11-,17+/m0/s1

InChIKey

LLJMYBCJYQGZOS-APPDUMDISA-N

Melting Point

142-148°C

Appearance

White crystalline powder

Storage

Store at 2-8 °C

(2R,3S)-(Fmoc-amino)-3-azidobutyric acid, a versatile compound essential in peptide synthesis and bioconjugation, finds diverse applications in scientific endeavors. Here are four key applications, presented with high perplexity and burstiness:

Peptide Synthesis: Acting as a foundational element in peptide construction, (2R,3S)-(Fmoc-amino)-3-azidobutyric acid plays a pivotal role by enabling the integration of azide functionalities into peptide structures. This azide group serves as a valuable precursor for subsequent click chemistry reactions, facilitating the synthesis of intricate and customized peptides with specific biological functions. This advancement aids in the creation of peptides tailored for therapeutic and research purposes, expanding the scope of peptide-based innovations.

Bioconjugation: The presence of an azide group in (2R,3S)-(Fmoc-amino)-3-azidobutyric acid enables precise bioconjugation through click chemistry, a method known for its efficiency and selectivity in connecting biomolecules. This capability is particularly advantageous in crafting bioconjugates for applications in imaging, diagnostics, and targeted delivery systems. Researchers can engineer conjugates with precise spatial arrangements, augmenting the functionality and efficacy of the final bioconjugate, demonstrating the potential for sophisticated bioengineering solutions.

Protein Engineering: Within the realm of protein engineering, (2R,3S)-(Fmoc-amino)-3-azidobutyric acid serves as a tool for introducing reactive sites onto proteins, facilitating subsequent modifications. This process allows for the attachment of diverse functional groups or labels onto proteins, thereby providing researchers with instruments for investigating protein interactions and functionalities. Such methodologies are crucial for generating proteins imbued with novel properties and applications in biotechnology and medicine, showcasing the diverse potential for protein manipulation in scientific pursuits.

Drug Development: By incorporating (2R,3S)-(Fmoc-amino)-3-azidobutyric acid into peptide-based drug candidates, researchers can streamline the synthesis of drug conjugates with enhanced pharmacological attributes. The azide group inherent in this compound simplifies conjugation with other drug molecules, ultimately improving the delivery and efficacy of therapeutic agents. This innovative approach supports the development of next-generation peptide therapeutics, offering enhanced stability and targeted action for advancing drug development practices, epitomizing the fusion of chemistry and pharmacology in modern therapeutics.