Bz-(Me)Tz-NHS - CAS 1454558-58-7

Bz-(Me)Tz-NHS - CAS 1454558-58-7 Catalog number: BADC-01750

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Bz-(Me)Tz-NHS is a click chemistry reagent containing an methyltetrazine group.

Category
ADCs Linker
Product Name
Bz-(Me)Tz-NHS
CAS
1454558-58-7
Catalog Number
BADC-01750
Molecular Formula
C19H20N6O5
Molecular Weight
412.40

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Description
Bz-(Me)Tz-NHS is a click chemistry reagent containing an methyltetrazine group.
Synonyms
Pentanoic acid, 5-[[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]-5-oxo-, 2,5-dioxo-1-pyrrolidinyl ester
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 5-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methylamino]-5-oxopentanoate
Canonical SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCCC(=O)ON3C(=O)CCC3=O
InChI
InChI=1S/C19H20N6O5/c1-12-21-23-19(24-22-12)14-7-5-13(6-8-14)11-20-15(26)3-2-4-18(29)30-25-16(27)9-10-17(25)28/h5-8H,2-4,9-11H2,1H3,(H,20,26)
InChIKey
SAFWEESCGQHGHJ-UHFFFAOYSA-N

Bz-(Me)Tz-NHS, also known as Benzyl Methyltetrazine NHS Ester, is an advanced click chemistry reagent that has gained prominence due to its remarkable reactivity with trans-cyclooctene (TCO) groups through an inverse electron-demand Diels-Alder (IEDDA) reaction. This compound is composed of a methyltetrazine moiety, which is a five-membered heterocyclic ring containing nitrogen, and an NHS (N-hydroxysuccinimide) ester group, enhancing its efficiency as a bioconjugation agent. The NHS ester groups facilitate rapid and stable amide bond formation with primary amines, making it notably effective in labeling and modifying biomolecules. This reagent is particularly valued for its bioorthogonal characteristics, meaning it can perform chemical reactions in biological environments without interfering with biological processes. This property is crucial for applications in live cell imaging, targeted drug delivery, and various biomedical research areas.

One of the primary applications of Bz-(Me)Tz-NHS is in live-cell imaging. The reagent’s bioorthogonal click chemistry allows researchers to tag and track proteins, nucleic acids, and other biomolecules within living cells with high specificity and minimal background interference. By conjugating fluorescent dyes or other imaging agents to biomolecules via Bz-(Me)Tz-NHS, scientists can visualize and understand complex cellular processes in real-time. The precision of this method is critical for studying dynamic cellular events and understanding disease mechanisms at the cellular level. The ability to visualize these processes without disrupting normal cell functions opens new avenues for cellular research and drug discovery.

Another notable application is in the development of targeted drug delivery systems. Bz-(Me)Tz-NHS can be used to attach therapeutic agents to antibodies or other targeting molecules, facilitating the delivery of drugs directly to specific cells or tissues. This targeted approach reduces the impact on healthy cells and enhances the efficacy of the treatment by concentrating the therapeutic agents at the site of interest. In cancer therapy, for instance, this method allows for the precise delivery of cytotoxic drugs to tumor cells, minimizing side effects and improving patient outcomes. The specificity and stability of the conjugation make Bz-(Me)Tz-NHS a valuable tool in the development of next-generation therapeutics.

Bz-(Me)Tz-NHS is also utilized in the field of proteomics, where it plays a crucial role in the labeling and identification of proteins. Proteomics involves the large-scale study of proteins, their structures, and functions. By using the NHS ester to label proteins with probes, researchers can analyze protein interactions and modifications with high precision. This capability is essential for understanding protein functions and their roles in health and disease. The use of Bz-(Me)Tz-NHS in proteomics aids in the identification of potential biomarkers for diseases and the development of novel therapeutic targets.

Lastly, Bz-(Me)Tz-NHS finds applications in creating customized biomaterials. By conjugating this reagent with polymers or other material scaffolds, researchers can design materials with specific properties for use in tissue engineering or regenerative medicine. These modified materials can mimic the natural environment of cells, promoting cell growth and differentiation. For example, in regenerative medicine, such materials can be used to repair or replace damaged tissues, enhancing the healing process. The versatility of Bz-(Me)Tz-NHS in modifying various substrates makes it a powerful tool in the development of innovative biomaterials.

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: Bz-(Me)Tz-NHS
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