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H-D-Dap(N3)-OH

  CAS No.: 105928-88-9   Cat No.: BADC-01945   Purity: 95% 4.5  

H-D-Dap(N3)-OH is an azide-functionalized amino acid linker ideal for bioorthogonal ADC conjugation. Its azide group facilitates strain-promoted azide-alkyne cycloaddition (SPAAC), enabling site-specific payload attachment while maintaining antibody stability and enhancing targeted drug delivery efficiency.

H-D-Dap(N3)-OH

Structure of 105928-88-9

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Category
ADC Linker
Molecular Formula
C3H6N4O2
Molecular Weight
130.11
Storage
Store at 2-8 °C

* For research and manufacturing use only. We do not sell to patients.

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Synonyms
D-Alanine, 3-azido-; D-Azidoalanine; 3-Azidoalanine; 3-Azido-D-alanine; H-D-Ala(N3)-OH; β-D-Azidoalanine; β-Azido-D-alanine
IUPAC Name
(2R)-2-amino-3-azidopropanoic acid
Canonical SMILES
C([C@H](C(=O)O)N)N=[N+]=[N-]
InChI
InChI=1S/C3H6N4O2/c4-2(3(8)9)1-6-7-5/h2H,1,4H2,(H,8,9)/t2-/m1/s1
InChIKey
CIFCKCQAKQRJFC-UWTATZPHSA-N
Quantity
Data not available, please inquire.
Storage
Store at 2-8 °C

H-D-Dap(N3)-OH, a specialized amino acid derivative, plays a pivotal role in peptide synthesis and bioconjugation. Here are four key applications of H-D-Dap(N3)-OH:

Peptide Synthesis: Central to complex peptide synthesis, H-D-Dap(N3)-OH is a fundamental component where the incorporation of azide groups is paramount for subsequent chemical alterations. This unique feature allows for precise site-specific labeling and conjugation reactions, fostering the creation of peptides with distinctive properties and functions tailored for therapeutic and investigative pursuits.

Bioorthogonal Chemistry: Embodied by the azide group in H-D-Dap(N3)-OH, bioorthogonal reactions like the Staudinger ligation and click chemistry come to life, enabling the selective modification of biomolecules within a biological milieu. This application proves indispensable for tracking molecular occurrences, labeling proteins, and constructing bioconjugates within living systems. The specificity of these reactions minimizes interference with native biochemical processes, ensuring meticulous control over molecular transformations.

Drug Delivery Systems: Embracing innovative drug delivery systems, H-D-Dap(N3)-OH empowers the attachment of therapeutic agents to carrier molecules through click chemistry, resulting in the creation of stable covalent bonds that facilitate targeted drug delivery and release mechanisms within the body.

Protein Engineering: In the realm of protein engineering, H-D-Dap(N3)-OH emerges as a key player in introducing reactive sites within proteins, paving the way for novel protein constructs with heightened or customized functionalities. The azide group’s ability to selectively crosslink with other molecules or surfaces aids in the development of multifunctional proteins, essential for crafting biosensors, catalysts, and therapeutic proteins with tailored capabilities, showcasing the versatility of this amino acid derivative.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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