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3-(4-phenylacetic acid)-1,2,4,5-tetrazine succinimidyl ester, also known as Tetrazine-NHS Ester, is a chemical compound that serves as an NHS activated tetrazine linker. It is highly reactive with amine-containing molecules and enables fast click reactions with TCO (trans-cycloctene) due to the presence of the methyltetrazine group.

1616668-55-3

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1616668-55-3 Usage

Uses

Used in Bioconjugation:
3-(4-phenylacetic acid)-1,2,4,5-tetrazine succinimidyl ester is used as a bioconjugation agent for the formation of stable covalent bonds between biomolecules and other molecules, such as drugs, fluorophores, or nanoparticles. Its reactivity with amine-containing molecules allows for efficient and specific conjugation, which is crucial in various research and therapeutic applications.
Used in Drug Development:
In the pharmaceutical industry, 3-(4-phenylacetic acid)-1,2,4,5-tetrazine succinimidyl ester is used as a key intermediate in the synthesis of various drug candidates. Its ability to form stable covalent bonds with amine-containing molecules makes it a valuable tool in the development of new drugs with improved targeting and delivery properties.
Used in Diagnostics:
3-(4-phenylacetic acid)-1,2,4,5-tetrazine succinimidyl ester is employed as a diagnostic tool in the development of imaging agents and probes for various medical applications. Its fast click reaction with TCO enables the creation of stable and specific imaging agents that can be used to visualize biological processes and detect diseases at the molecular level.
Used in Material Science:
In the field of material science, 3-(4-phenylacetic acid)-1,2,4,5-tetrazine succinimidyl ester is used as a building block for the development of novel materials with unique properties. Its ability to form stable covalent bonds with amine-containing molecules allows for the creation of advanced materials with tailored characteristics, such as improved mechanical strength, stability, or responsiveness to external stimuli.

Check Digit Verification of cas no

The CAS Registry Mumber 1616668-55-3 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,6,1,6,6,6 and 8 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1616668-55:
(9*1)+(8*6)+(7*1)+(6*6)+(5*6)+(4*6)+(3*8)+(2*5)+(1*5)=193
193 % 10 = 3
So 1616668-55-3 is a valid CAS Registry Number.

1616668-55-3Downstream Products

1616668-55-3Relevant academic research and scientific papers

Building blocks for the construction of bioorthogonally reactive peptides via solid-phase peptide synthesis

Zeglis, Brian M.,Emmetiere, Fabien,Pillarsetty, Nagavarakishore,Weissleder, Ralph,Lewis, Jason S.,Reiner, Thomas

, p. 48 - 53 (2014)

The need for post-synthetic modifications and reactive prosthetic groups has long been a limiting factor in the synthesis and study of peptidic and peptidomimetic imaging agents. In this regard, the application of biologically and chemically orthogonal reactions to the design and development of novel radiotracers has the potential to have far-reaching implications in both the laboratory and the clinic. Herein, we report the synthesis and development of a series of modular and versatile building blocks for inverse electron-demand Diels-Alder copper-free click chemistry: tetrazine-functionalized artificial amino acids. Following the development of a novel peptide coupling protocol for peptide synthesis in the presence of tetrazines, we successfully demonstrated its effectiveness and applicability. This versatile methodology has the potential to have a transformational impact, opening the door for the rapid, facile, and modular synthesis of bioorthogonally reactive peptide probes. The earlier, the better! We report a novel synthesis of tetrazine-functionalized artificial amino acids, the creation of a model tetrazine-containing pentapeptide using solid-phase peptide synthesis, and the facile and rapid bioorthogonal radiolabeling of this peptide using a 89Zr- desferrioxamine-labeled trans-cyclooctene.

TETRAZINES/TRANS-CYCLOOCTENES IN SOLID PHASE SYNTHESIS OF LABELED PEPTIDES

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Paragraph 0148, (2016/01/01)

This invention is in the field of labeled peptide construction for medical treatment and analysis. The invention relates to synthetic labeled peptide compositions, methods of synthesis, and methods of use for the synthetic labeled peptide compositions for medical treatment, imaging, and research purposes.

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