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Azido-PEG5-Ala-Ala-Asn-PAB

  CAS No.: 2055048-54-7   Cat No.: BADC-01048   Purity: >98.0% 4.5  

Azido-PEG5-Ala-Ala-Asn-PAB is a cleavable 5 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Azido-PEG5-Ala-Ala-Asn-PAB

Structure of 2055048-54-7

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Category
ADC Linker
Molecular Formula
C30H47N7O12
Molecular Weight
697.73
Shipping
Room temperature
Shipping
Store at -20 °C, keep in dry and avoid sunlight.

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

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Synonyms
(S)-2-((20S,23S)-1-azido-20,23-dimethyl-18,21-dioxo-3,6,9,12,15-pentaoxa-19,22-diazatetracosan-24-amido)-N1-(4-(hydroxymethyl)phenyl)succinamide
IUPAC Name
(2S)-2-[[(2S)-2-[[(2S)-2-[3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]propanoyl]amino]propanoyl]amino]-N-[4-(hydroxymethyl)phenyl]butanediamide
Canonical SMILES
CC(C(=O)NC(C)C(=O)NC(CC(=O)N)C(=O)NC1=CC=C(C=C1)CO)NC(=O)CCOCCOCCOCCOCCOCCN=[N+]=[N-]
InChI
InChI=1S/C30H48N8O11/c1-21(34-27(41)7-9-45-11-13-47-15-17-49-18-16-48-14-12-46-10-8-33-38-32)28(42)35-22(2)29(43)37-25(19-26(31)40)30(44)36-24-5-3-23(20-39)4-6-24/h3-6,21-22,25,39H,7-20H2,1-2H3,(H2,31,40)(H,34,41)(H,35,42)(H,36,44)(H,37,43)/t21-,22-,25-/m0/s1
InChIKey
OKDSKCFISZTBMN-HWBMXIPRSA-N
Solubility
10 mm in DMSO
Appearance
Solid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Form
Solid

Azido-PEG5-Ala-Ala-Asn-PAB (Azido-PEG5-AAN-PAB) is a versatile and adaptable chemical linker that serves as a critical tool in the field of biochemical research and pharmaceutical development. The unique structure of this compound encompasses an azide group, a polyethylene glycol (PEG) spacer of five units, and a peptide sequence (Ala-Ala-Asn) connected to a p-aminobenzyl (PAB) group. The first major application of Azido-PEG5-AAN-PAB is in the synthesis and development of targeted drug delivery systems. The azide group enables bioorthogonal click chemistry, allowing for the covalent attachment of therapeutic agents to targeting moieties, such as antibodies or peptides. This facilitates precise delivery of drugs to specific cells or tissues, thereby enhancing efficacy while minimizing systemic side effects. The PEG5 spacer provides additional solubility and flexibility, ensuring that the attached drug retains its functional properties.

Another pivotal application of Azido-PEG5-AAN-PAB is in the realm of bioconjugation and protein labeling. Researchers utilize the azide moiety for site-specific conjugation to various biomolecules, including proteins, nucleic acids, and other polymers. This capability is crucial for studying protein-protein interactions, post-translational modifications, and the spatial-temporal dynamics of cellular processes. The PEG5 linker minimizes steric hindrance and reduces non-specific interactions, which is particularly advantageous in maintaining the native function and structure of the conjugated biomolecules. This makes Azido-PEG5-AAN-PAB an indispensable reagent in proteomics and molecular biology.

In addition to its uses in bioconjugation and drug delivery, Azido-PEG5-AAN-PAB plays a significant role in the development of diagnostic tools and imaging agents. The azido group can be easily conjugated with fluorescent dyes, radiolabels, or other reporter groups, creating highly sensitive probes for imaging and diagnostic applications. These probes can be utilized in various imaging modalities, such as fluorescence microscopy, PET, and MRI, to visualize and track biological processes in real-time. The specificity and high-affinity binding provided by the linker ensure that these diagnostic tools deliver accurate and reliable results, making them crucial in both research and clinical settings.

Furthermore, Azido-PEG5-AAN-PAB is also employed in the fabrication of biofunctional materials and hydrogels. The azido group allows for the incorporation of this linker into polymeric networks through click chemistry, creating hydrogels with desired mechanical and biochemical properties. These biofunctional materials have applications in tissue engineering, regenerative medicine, and as scaffolds for cell culture studies. The presence of the PEG5 spacer enhances the hydrogel’s biocompatibility and minimizes protein adsorption, thereby promoting cell viability and proliferation. This versatile application of Azido-PEG5-AAN-PAB showcases its potential in advancing the field of biomaterials and enhancing biomedical research.

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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Historical Records: Fmoc-PEG3-Ala-Ala-Asn(Trt)-PAB | Ala-Ala-Asn-PAB | Fmoc-PEG4-Ala-Ala-Asn-PAB | Azido-PEG5-Ala-Ala-Asn-PAB
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