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BCN-exo-PEG3-maleimide

  CAS No.: 2919127-00-5   Cat No.: BADC-01771 4.5  

BCN-exo-PEG3-maleimide is a bicyclononyne-based PEG3 maleimide ADC linker facilitating strain-promoted azide-alkyne cycloaddition and thiol-specific conjugation for efficient payload attachment in antibody-drug conjugates. Keywords: ADC linker, BCN linker, maleimide linker, PEG spacer, bioorthogonal chemistry.

BCN-exo-PEG3-maleimide

Structure of 2919127-00-5

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ADC Linker
Molecular Formula
C26H37N3O8
Molecular Weight
519.59

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Synonyms
endo-BCN-PEG3-mal; endo-BCN-PEG3-maleimide; endo-Bicyclo[6.1.0]non-4-yn-9-ylmethyl (15-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-13-oxo-3,6,9-trioxa-12-azapentadecyl)carbamate
IUPAC Name
[(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Canonical SMILES
C1CC2C(C2COC(=O)NCCOCCOCCOCCNC(=O)CCN3C(=O)C=CC3=O)CCC#C1
InChI
InChI=1S/C26H37N3O8/c30-23(9-12-29-24(31)7-8-25(29)32)27-10-13-34-15-17-36-18-16-35-14-11-28-26(33)37-19-22-20-5-3-1-2-4-6-21(20)22/h7-8,20-22H,3-6,9-19H2,(H,27,30)(H,28,33)/t20-,21+,22?
InChIKey
ZZRUYTQNTVMKLG-CBQGHPETSA-N

BCN-exo-PEG3-maleimide, a versatile reagent pivotal in bioconjugation and molecular biology, boasts diverse applications across various fields. Here are four key applications presented with heightened perplexity and burstiness:

Protein Labeling: A cornerstone in protein labeling for diverse imaging and analytical techniques, BCN-exo-PEG3-maleimide excels in interacting with thiol groups on cysteine residues for precise site-specific labeling. This interaction enables unparalleled visualization and quantification of protein interactions and subcellular localization, enriching our comprehension of the intricate dynamics within cells.

Drug Delivery Systems: Spearheading drug delivery research, BCN-exo-PEG3-maleimide plays a crucial role in conjugating therapeutic agents with targeted delivery systems such as nanoparticles or liposomes. Its selective reactivity with thiol groups on peptides or proteins via the maleimide group establishes stable linkages for targeted drug delivery. This targeted strategy enhances delivery specificity and efficacy while reducing off-target effects, revolutionizing drug administration paradigms.

Antibody-Drug Conjugates (ADCs): At the vanguard of anticancer therapies, BCN-exo-PEG3-maleimide is instrumental in fabricating antibody-drug conjugates (ADCs) that link cytotoxic drugs to antibodies. The PEG3 linker ensures optimal drug release, improving the pharmacokinetic properties of ADCs for targeted cancer cell eradication while safeguarding healthy tissues. This refined approach enhances the therapeutic index of anticancer treatments, heralding more effective and safer cancer therapies.

Biomaterials Engineering: In the realm of biomaterials science, BCN-exo-PEG3-maleimide is indispensable for modifying biomaterial surfaces to enhance biocompatibility and functionality. By attaching bioactive molecules to implant or scaffold surfaces, it fosters enhanced cell adhesion, proliferation, and integration crucial for applications in tissue engineering and regenerative medicine. These enhancements offer promising avenues for improved tissue repair and regeneration outcomes, propelling advancements in the field.

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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