Name: Boc-(4S)-4-azido-D-proline
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

(2R,4S)-4-Azido-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid; Boc-(2R,4S)-4-azidoproline; Boc-4-azidoproline; Boc-Pro(4-N3) (2R,4S); trans-4-Azido-N-Boc-D-proline; (2R,4S)-Boc-D-Pro(4-N3)-OH; trans-N-alpha-(t-Butyloxycarbonyl)-4-azido-D-proline; trans-Boc-4-azido-D-proline; (2R,4S)-4-Azido-1-Boc-pyrrolidine-2-carboxylic acid; 4-Azido-1-(t-butyloxycarbonyl)-D-proline; 1,2-Pyrrolidinedicarboxylic acid, 4-azido-, 1-(1,1-dimethylethyl) ester, (2R-trans)-; 1-(1,1-Dimethylethyl) (2R,4S)-4-azido-1,2-pyrrolidinedicarboxylate

IUPAC Name

(2R,4S)-4-azido-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Canonical SMILES

CC(C)(C)OC(=O)N1CC(CC1C(=O)O)N=[N+]=[N-]

InChI

InChI=1S/C10H16N4O4/c1-10(2,3)18-9(17)14-5-6(12-13-11)4-7(14)8(15)16/h6-7H,4-5H2,1-3H3,(H,15,16)/t6-,7+/m0/s1

InChIKey

JZEOWBJXFSZTJU-NKWVEPMBSA-N

Melting Point

144-150 °C

Appearance

White crystalline powder

Storage

Store at 2-8 °C

Boc-(4S)-4-azido-D-proline dicyclohexylamine salt, a specialized chemical essential for advanced bioscience applications, finds diverse uses in various fields. Below are four key applications highlighted with high perplexity and burstiness:

Peptide Synthesis: Within the realm of peptide synthesis, Boc-(4S)-4-azido-D-proline plays a pivotal role in crafting peptides by incorporating azido groups into their structures. These azido groups are crucial for click chemistry reactions, facilitating the creation of intricate peptide architectures. This capability empowers researchers to design and fabricate peptides tailored with specific functionalities for therapeutic and diagnostic endeavors.

Drug Development: Delving into pharmaceutical research, Boc-(4S)-4-azido-D-proline emerges as a key component in the exploration of drug candidates’ pharmacokinetics and pharmacodynamics. The presence of the azido group enables seamless bioconjugation and labeling, enabling meticulous tracking and analysis of the interactions between drug candidates and biological targets. This in-depth understanding aids in refining drug design, elevating efficacy, and enhancing safety profiles.

Protein Engineering: Moving into the realm of protein engineering, Boc-(4S)-4-azido-D-proline proves to be a valuable asset for probing protein structures and functions. By integrating the azido group into proteins, researchers can conduct site-specific modifications like attaching fluorescent probes or other chemical entities. This technique facilitates the visualization and comprehension of protein folding dynamics and interactions, enriching our understanding of protein behavior.

Bioconjugation Techniques: In the domain of biotechnology, Boc-(4S)-4-azido-D-proline finds utility in crafting innovative bioconjugates. Leveraging click chemistry, it serves as a linchpin for establishing robust bonds between biomolecules, such as linking enzymes to antibodies or other targeting agents. This method enhances the specificity and functionality of bioconjugates, paving the way for transformative applications in diagnostics, therapeutics, and bioassays.