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Data sheet Sulfo-6-Methyl-Tetrazine-DBCO - Jena Bioscience

Data sheet Sulfo-6-Methyl-Tetrazine-DBCO - Jena Bioscience

Data sheet Sulfo-6-Methyl-Tetrazine-DBCO - Jena Bioscience

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<strong>Data</strong> <strong>sheet</strong><br />

<strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<strong>DBCO</strong><br />

<strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-Dibenzylcyclooctyne<br />

Triethylammonium salt<br />

Cat. No.<br />

CLK-1022-10<br />

CLK-1022-25<br />

CLK-1022-100<br />

Amount<br />

10 mg<br />

25 mg<br />

100 mg<br />

Applications<br />

Protein-protein conjugates<br />

Protein-peptide conjugates<br />

Protein-small molecule conjugates<br />

O<br />

O<br />

18F radiolabelling<br />

H 3 C<br />

N<br />

N<br />

N<br />

N<br />

N<br />

H<br />

O<br />

S<br />

O –<br />

O<br />

N<br />

H<br />

O<br />

N<br />

Protein-oligonucleotide conjugates<br />

Surface modification<br />

Molecular Formula: C 32 H 28 N 7 O 6 S (Anion)<br />

Molecular Weight: 638.67 g/mol (Anion)<br />

Purity: > 95 % (HPLC)<br />

Appearance: solid<br />

Solubility: DMF, DMSO, MeOH, water<br />

Storage conditions: store at -20 °C<br />

Shelf life: 12 months<br />

For research use only!<br />

Description<br />

<strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<strong>DBCO</strong> is a water-soluble reagent<br />

for converting of azido-modified peptides or biopolymers<br />

into tetrazine-modified peptides or biopolymers. When<br />

applied in stoichiometric amount <strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<br />

<strong>DBCO</strong> can serve as a heterobifunctional azide-to-TCO<br />

crosslinker for covalently linking azido- and TCO-modified<br />

peptides or biopolymers. Once a peptide or biopolymer<br />

is tetrazine-labeled, it can be reacted with a TCO-labeled<br />

molecule to produce a stable conjugate.<br />

Important Product Information<br />

• Molecules to be reacted with <strong>Sulfo</strong>-6-<strong>Methyl</strong>-<br />

<strong>Tetrazine</strong>-<strong>DBCO</strong> must have available azides.<br />

• Do not use buffers that contain azides.<br />

Procedure for Azide-to-<strong>Tetrazine</strong> Conversion<br />

• Prepare the azido-containing sample in reaction<br />

buffer or organic solvent.<br />

• Dissolve <strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<strong>DBCO</strong> in organic<br />

solvent.<br />

• Add 2-10 fold excess of <strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<br />

<strong>DBCO</strong> to azido-containing sample.<br />

• Incubate the reaction at room temperature for 1-4<br />

hour. Incubation at 4°C requires 2-12 hours.<br />

<strong>Jena</strong> <strong>Bioscience</strong> GmbH | Löbstedter Str. 80 | 07749 <strong>Jena</strong>, Germany | Tel.:+49-3641-6285 000 | Fax:+49-3641-6285 100<br />

http://www.jenabioscience.com<br />

Last update: Jun 14, 2013


<strong>Data</strong> <strong>sheet</strong><br />

<strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-<strong>DBCO</strong><br />

<strong>Sulfo</strong>-6-<strong>Methyl</strong>-<strong>Tetrazine</strong>-Dibenzylcyclooctyne<br />

Triethylammonium salt<br />

• Remove excess reagent by desalting the labeled<br />

protein through a desalt spin column or by azidemodified<br />

agarose.<br />

Procedure for TCO-<strong>Tetrazine</strong> Conjugation<br />

• Calculate 1.1 - 5 fold molar excess of tetrazineor<br />

TCO-modified biopolymer over the corresponding<br />

complimentary reagent.<br />

• Mix calculated amount of tetrazine-labeled biopolymer<br />

with desired amount of TCO-modified biopolymer.<br />

• Allow reaction to proceed for 30 minutes at room<br />

temperature. Longer reaction time might improve<br />

conjugation efficiency.<br />

Selected References:<br />

Karver et al. (2012) Bioorthogonal Reaction Pairs Enable Simultaneous,<br />

Selective, Multi-Target Imaging. Angew. Chem. Int. Ed. 51:920.<br />

Devaraj et al. (2009) Fast and Sensitive Pre-Targeted Labeling of<br />

Cancer Cells through a <strong>Tetrazine</strong>/trans-Cyclooctene Cycloaddition.<br />

Angew. Chem. Int. Ed. 48:7013.<br />

Haun et al. (2009) Probing Intracellular Biomarkers and Mediators of<br />

Cell Activation Using Nanosensor and Bioorthogonal Chemistry. ACS<br />

Nano. 5:3204.<br />

Blackman et al. (2008) <strong>Tetrazine</strong> Ligation: Fast Bioconjugation Based<br />

on Inverse-Electron-Demand Diels-Alder Reactivity. J. Am. Chem. Soc.<br />

130:13518.<br />

Devaraj et al. (2008) <strong>Tetrazine</strong>-Based Cycloadditions: Application to<br />

Pretargeted Live Cell Imaging. Bioconjugate Chem. 19:2297.<br />

• Store conjugate at 4°C until ready for purification or<br />

use.<br />

<strong>Jena</strong> <strong>Bioscience</strong> GmbH | Löbstedter Str. 80 | 07749 <strong>Jena</strong>, Germany | Tel.:+49-3641-6285 000 | Fax:+49-3641-6285 100<br />

http://www.jenabioscience.com<br />

Last update: Jun 14, 2013

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