Methyltetrazine-amino-PEG8-CH2CH2NHBoc - CAS 2143968-21-0

Methyltetrazine-amino-PEG8-CH2CH2NHBoc - CAS 2143968-21-0 Catalog number: BADC-01961

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Methyltetrazine-amino-PEG8-CH2CH2NHBoc is a heterobifunctional PEG linker containing a methyltetrazine group and a protected amino group. The methyltetrazine group is reactive with carboxylic acids and activated esters via click chemistry.

Category
ADCs Linker
Product Name
Methyltetrazine-amino-PEG8-CH2CH2NHBoc
CAS
2143968-21-0
Catalog Number
BADC-01961
Molecular Formula
C34H56N6O11
Molecular Weight
724.84
Purity
>95%

Ordering Information

Catalog Number Size Price Quantity
BADC-01961 -- $-- Inquiry
Description
Methyltetrazine-amino-PEG8-CH2CH2NHBoc is a heterobifunctional PEG linker containing a methyltetrazine group and a protected amino group. The methyltetrazine group is reactive with carboxylic acids and activated esters via click chemistry.
Synonyms
Me-Tet-PEG8-NHBoc; Methyltetrazine-amino-PEG8-CH2CH2NHBoc; 2143968-21-0; HY-156477; CS-0903579; Methyltetrazine-CH2NHCO-PEG8-CH2CH2NHBoc
IUPAC Name
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[3-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methylamino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Canonical SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)OC(C)(C)C
InChI
InChI=1S/C34H56N6O11/c1-28-37-39-32(40-38-28)30-7-5-29(6-8-30)27-36-31(41)9-11-43-13-15-45-17-19-47-21-23-49-25-26-50-24-22-48-20-18-46-16-14-44-12-10-35-33(42)51-34(2,3)4/h5-8H,9-27H2,1-4H3,(H,35,42)(H,36,41)
InChIKey
AJYYYJXHNDGCBH-UHFFFAOYSA-N
Storage
Store at -18°C

Methyltetrazine-amino-PEG8-CH2CH2NHBoc serves as an indispensable heterobifunctional linker in biochemical and pharmaceutical industries, particularly noted for its role in facilitating bioconjugation processes. At the heart of its functionality is the methyltetrazine group, which is highly reactive in click chemistry reactions, particularly with trans-cyclooctene (TCO)-containing compounds. This reaction, characterized by its speed and specificity under mild conditions, forms a stable covalent bond making it highly suitable for conjugating biologically relevant molecules like proteins and peptides. Such stable bioconjugates are crucial in developing advanced drug delivery systems and targeted therapies, where precise modification and control of biological molecules are required to enhance therapeutic efficacy while minimizing side effects.

The linker’s PEG8 chain imparts significant solubility and flexibility to the constructs it forms part of, which is particularly beneficial in drug delivery applications. By acting as a bridge between therapeutic agents and specific targeting moieties such as antibodies or ligands, Methyltetrazine-amino-PEG8-CH2CH2NHBoc enhances the delivery of drugs directly to diseased cells, thereby improving the targeting precision. This targeted approach is particularly advantageous in cancer treatment, offering a mechanism to concentrate therapeutic agents in tumors while reducing the collateral damage to healthy tissues. Furthermore, the PEG portion can help to evade the immune system, increasing the circulation time of therapeutics in the body.

Beyond drug delivery, Methyltetrazine-amino-PEG8-CH2CH2NHBoc contributes significantly to the development of diagnostic tools and imaging agents. Its reactive nature allows for the efficient attachment of imaging substrates to targeting agents, improving the resolution and specificity of imaging techniques like PET, MRI, and fluorescence imaging. By conjugating fluorescent dyes or radiolabels with specific targeting molecules, researchers can achieve detailed visualization and mapping of biological processes or disease sites, aiding in both diagnostic and therapeutic monitoring. This attribute is particularly crucial in early disease detection and in offering insights into the in vivo behavior of pharmaceutical compounds.

The Boc-protected amino group within Methyltetrazine-amino-PEG8-CH2CH2NHBoc adds another layer of versatility. It allows for further functionalization once deprotected, providing a functional handle for subsequent chemical modifications or the addition of other biologically active entities. This feature is particularly useful in multifaceted therapeutic designs, where additional pharmacophoric groups may be introduced to enhance therapeutic properties or mitigate toxicity. Overall, Methyltetrazine-amino-PEG8-CH2CH2NHBoc represents a critical component in the toolbox of chemical biology and drug development, enabling the advancement of highly targeted and efficient therapeutic and diagnostic solutions.

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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