Name: 5-azidopentanoic acid N-hydroxysuccinimide ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

Succinimidyl 5-azidovalerate;

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 5-azidopentanoate

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCCCN=[N+]=[N-]

InChI

InChI=1S/C9H12N4O4/c10-12-11-6-2-1-3-9(16)17-13-7(14)4-5-8(13)15/h1-6H2

InChIKey

PJHPYOOVTLZAOG-UHFFFAOYSA-N

Appearance

Soild powder

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Room temperature, or blue ice upon request.

5-azidopentanoic acid N-hydroxysuccinimide ester, a versatile compound with diverse applications in biochemical and biotechnological fields, is the focus of the following applications presented with high perplexity and burstiness:

Protein Labeling and Bioconjugation: This ester serves as a cornerstone for labeling proteins using a click chemistry method, enabling the attachment of fluorescent tags or other molecules for visualization and tracking. By engaging with primary amines on proteins, it forms stable amide bonds, facilitating specific and sensitive labeling. This technique plays a crucial role in scrutinizing protein interactions, dynamics, and localization across various biological systems.

Drug Delivery Systems: Embracing the potential of 5-azidopentanoic acid N-hydroxysuccinimide ester leads to the modification of drug molecules or carriers, amplifying their targeting and delivery efficiency. By conjugating this ester to therapeutic agents, researchers can engineer prodrugs or targeted delivery systems that release active compounds precisely at disease sites. This strategy enhances therapeutic efficacy and reduces side effects significantly, particularly in cancer and targeted therapies.

Surface Functionalization: This compound assumes a pivotal role in surface functionalization processes involving nanoparticles, microarrays, and biosensors, enhancing detection and interaction with biological molecules. By integrating 5-azidopentanoic acid, surfaces can be customized to capture specific biomolecules or boost signal transduction. This application stands as a linchpin for the advancement of diagnostic tools, biosensors, and cutting-edge materials crucial for biomedical research.

Proteomics and Mass Spectrometry: Within the realm of proteomics, this ester finds utility in introducing azide groups into peptides and proteins, enabling their enrichment, separation, and identification. The azide-modified proteins can be selectively captured through click chemistry utilizing biotin or other affinity tags, facilitating their analysis via mass spectrometry. This methodology is imperative for studying post-translational modifications, protein-protein interactions, and the intricacies of complex biological systems.