DBCO-PEG5-NHS ester - CAS 2144395-59-3

DBCO-PEG5-NHS ester - CAS 2144395-59-3 Catalog number: BADC-01073

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DBCO-PEG4-NHS ester is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
DBCO-PEG5-NHS ester
CAS
2144395-59-3
Catalog Number
BADC-01073
Molecular Formula
C36H43N3O11
Molecular Weight
693.74
Purity
>98.0%
DBCO-PEG5-NHS ester

Ordering Information

Catalog Number Size Price Quantity
BADC-01073 -- $-- Inquiry
Description
DBCO-PEG4-NHS ester is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Synonyms
4,7,10,13,16-Pentaoxa-19-azatricosanoic acid, 23-(11,12-didehydrodibenz[b,f]azocin-5(6H)-yl)-20,23-dioxo-, 2,5-dioxo-1-pyrrolidinyl ester
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[[4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42
InChI
InChI=1S/C36H43N3O11/c40-32(11-12-33(41)38-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)38)37-16-18-46-20-22-48-24-26-49-25-23-47-21-19-45-17-15-36(44)50-39-34(42)13-14-35(39)43/h1-8H,11-27H2,(H,37,40)
InChIKey
OYNJSALGAVUYGZ-UHFFFAOYSA-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
-20°C (International: -20°C)
Storage
Store at -5°C,keep in dry and avoid sunlight.
Form
Solid

DBCO-PEG5-NHS ester, a versatile reagent in bioconjugation techniques, plays a pivotal role in linking molecules for diverse biomedical applications. Here are four key applications:

Site-Specific Protein Labeling: Leveraging DBCO-PEG5-NHS ester in bioorthogonal click chemistry enables precise labeling of proteins at specific sites through targeting distinct amino acid residues. This reagent facilitates the attachment of fluorescent dyes or other probes, essential for investigating protein interactions and cellular localization with intricacy and detail.

Drug Delivery Research: In the realm of drug delivery, DBCO-PEG5-NHS ester serves as a crucial tool for conjugating therapeutic agents to targeting moieties like antibodies or peptides. This conjugation enhances the precision and effectiveness of drug delivery systems, enabling targeted treatment of diseases such as cancer. PEGylation further aids in reducing immunogenicity and prolonging circulation time in vivo.

Biomaterial Functionalization: Within the domain of biomaterials, DBCO-PEG5-NHS ester finds utility in functionalizing surfaces with bioactive molecules, thereby enhancing the biocompatibility and functionality of implants or medical devices. By attaching peptides, proteins, or other bioactive ligands, this reagent fosters improved integration with biological tissues and augments therapeutic outcomes, marking a significant advancement in biomaterial engineering.

Diagnostic Assay Development: In the development of diagnostic assays, DBCO-PEG5-NHS ester plays a pivotal role, particularly in capturing and detecting biomolecules with precision. Through linking capture antibodies or antigens to solid supports, this reagent elevates the sensitivity and specificity of assays, crucial in applications like enzyme-linked immunosorbent assays (ELISA) and biosensors.

1. Protocol for Creating Antibodies with Complex Fluorescence Spectra
Madeline E McCarthy, Caitlin M Anglin, Heather A Peer, Sevanna A Boleman, Stephanie R Klaubert, Marc R Birtwistle Bioconjug Chem. 2021 Jun 16;32(6):1156-1166. doi: 10.1021/acs.bioconjchem.1c00220.Epub 2021 May 19.
Fluorescent antibodies are a workhorse of biomedical science, but fluorescence multiplexing has been notoriously difficult due to spectral overlap between fluorophores. We recently established proof-of-principal for fluorescence Multiplexing using Spectral Imaging and Combinatorics (MuSIC), which uses combinations of existing fluorophores to create unique spectral signatures for increased multiplexing. However, a method for labeling antibodies with MuSIC probes has not yet been developed. Here, we present a method for labeling antibodies with MuSIC probes. We conjugate a DBCO-Peg5-NHS ester linker to antibodies and a single-stranded DNA "docking strand" to the linker and, finally, hybridize two MuSIC-compatible, fluorescently labeled oligos to the docking strand. We validate the labeling protocol with spin-column purification and absorbance measurements. We demonstrate the approach using (i) Cy3, (ii) Tex615, and (iii) a Cy3-Tex615 combination as three different MuSIC probes attached to three separate batches of antibodies. We created single-, double-, and triple-positive beads that are analogous to single cells by incubating MuSIC probe-labeled antibodies with protein A beads. Spectral flow cytometry experiments demonstrate that each MuSIC probe can be uniquely distinguished, and the fraction of beads in a mixture with different staining patterns are accurately inferred. The approach is general and might be more broadly applied to cell-type profiling or tissue heterogeneity studies in clinical, biomedical, and drug discovery 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

Historical Records: DBCO-PEG5-NHS ester
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