Gly-Gly-Gly-PEG4-DBCO - CAS 2353409-80-8

Gly-Gly-Gly-PEG4-DBCO - CAS 2353409-80-8 Catalog number: BADC-01100

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Category
ADCs Linker
Product Name
Gly-Gly-Gly-PEG4-DBCO
CAS
2353409-80-8
Catalog Number
BADC-01100
Molecular Formula
C35H46N6O9
Molecular Weight
694.77
Purity
≥95%
Gly-Gly-Gly-PEG4-DBCO

Ordering Information

Catalog Number Size Price Quantity
BADC-01100 -- $-- Inquiry
Synonyms
N-(14-{2-[2-(2-aminoacetamido)acetamido]acetamido}-3,6,9,12-tetraoxatetradecan-1-yl)-4-{2-azatricyclo[10.4.0.0,hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl}-4-oxobutanamide
Canonical SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCN(CC(=O)N)C(=O)CNC(=O)CN
InChI
InChI=1S/C35H46N6O9/c36-23-33(44)39-24-35(46)40(26-31(37)42)14-16-48-18-20-50-22-21-49-19-17-47-15-13-38-32(43)11-12-34(45)41-25-29-7-2-1-5-27(29)9-10-28-6-3-4-8-30(28)41/h1-8H,11-26,36H2,(H2,37,42)(H,38,43)(H,39,44)
InChIKey
JDXORKSIRPPONC-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
Room temperature, or blue ice upon request.
Storage
-20°C
Form
Solid

Gly-Gly-Gly-PEG4-DBCO is a versatile compound used in the development of bioconjugates, particularly for applications in drug delivery and molecular targeting. The structure consists of a tripeptide (Gly-Gly-Gly) linked to a polyethylene glycol (PEG4) spacer and a dibenzocyclooctyne (DBCO) functional group. The PEG4 spacer plays a crucial role in improving the solubility and stability of the compound, allowing for better distribution in biological systems. The DBCO group is highly reactive and can form stable conjugates with azide-functionalized molecules, making Gly-Gly-Gly-PEG4-DBCO an ideal component for click chemistry reactions. This enables the selective attachment of therapeutic agents or biomolecules to target-specific peptides, antibodies, or nanoparticles for more efficient and precise drug delivery.

One of the key applications of Gly-Gly-Gly-PEG4-DBCO is in the design of targeted drug delivery systems, particularly in the field of antibody-drug conjugates (ADCs) and peptide-drug conjugates (PDCs). By incorporating the DBCO group, this compound facilitates the attachment of various payloads to biomolecules through copper-free click chemistry, which is crucial for reducing side reactions and increasing the efficiency of the conjugation process. The use of PEG4 as a spacer improves the pharmacokinetics and reduces immunogenicity, ensuring that the conjugated drug is delivered efficiently to the desired site of action, such as cancer cells. This targeted approach minimizes off-target toxicity and enhances therapeutic efficacy.

Gly-Gly-Gly-PEG4-DBCO is also utilized in the development of diagnostic tools and imaging agents. The compound can be conjugated to imaging molecules or diagnostic probes for in vivo tracking and detection of specific biomarkers. The PEG4 linker ensures that the conjugated probe remains stable and soluble in biological systems, while the DBCO group allows for selective coupling with azide-functionalized targeting agents, such as antibodies or peptides. This application is particularly valuable in precision medicine, where accurate imaging of disease markers, including in cancer and inflammatory conditions, can significantly improve early diagnosis and treatment monitoring.

In addition to drug delivery and diagnostics, Gly-Gly-Gly-PEG4-DBCO is being explored for use in biomaterials and tissue engineering. The compound’s ability to selectively link biomolecules makes it useful in creating functionalized surfaces for the immobilization of proteins, enzymes, or growth factors. By incorporating PEG4, which provides flexibility and reduces protein aggregation, Gly-Gly-Gly-PEG4-DBCO enhances the biocompatibility of these materials. This has applications in regenerative medicine, where controlled delivery of biologically active molecules can promote tissue repair and healing.

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: Gly-Gly-Gly-PEG4-DBCO
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