Click Chemistry

Picolyl Azide is an advanced probe for sortase mediated labeling of proteins that incorporates a copper-chelating motif to raise the effective concentration of Cu(I) at the reaction site to boost the efficiency of the CuAAC reaction, resulting in a faster and more biocompatible CuAAC labeling. Sortase catalyzes a transpeptidase reaction between a specific internal sequence of a protein and an amine group present on the N-terminus of triglycine recently has become an area of great interest. This method of labeling proteins has been denoted as “Sortagging”. Proteins conjugated to Picolyl Azide-Gly-Gly-Gly can be further modified with alkyne- or DBCO-containing molecules creating site-specific protein conjugates. Examples of creating protein conjugates using sortagging include site-specifically PEGylating proteins,1 site-specific protein-lipid conjugates,2 and constructing peptides and glycosylphosphatidylinositol chimeras.3 Sortase has also been used in peptide synthesis to cyclize pept

SY-7 Azide (QSY®-7 equivalent) is a nonfluorescent acceptor dye used for preparation of peptide and oligonucleotide FRET probes. A broad and intense quenching range from 500-600 nm makes it useful as an acceptor in fluorescence resonance energy transfer (FRET) applications in conjunction with fluorescent dyes at 520 nm to 600 nm, such as Fluorescein, Oregon Green, Carboxyrhodamine 110 (Rhodamine Green), Alexa Fluor® 488, 532, 546, 555, 568, Cy3, TAMRA and ROX dyes. SY-7 Azide can be reacted with terminal alkynes via a copper-catalyzed click reaction (CuAAC). It also reacts with strained cyclooctyne via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures. QSY®-7 is registered trademarks of ThermoFisher Scientific.

SY-9 (QSY®-9 equivalent) is a more hydrophilic version of the popular SY-7 dark quencher (QSY®-7 equivalent). This nonfluorescent acceptor dye is often used for the preparation of peptide FRET probes. A broad and intense quenching range from 500-600 nm makes it useful as an acceptor in fluorescence resonance energy transfer (FRET) applications in conjunction with dyes emitting at 500 nm to 600 nm, such as Fluorescein, Oregon Green, Carboxyrhodamine 110 (Rhodamine Green), Alexa Fluor® 488, 532, 546, 555, 568, Cy3, TAMRA and ROX dyes. SY-9 Azide can be reacted with terminal alkynes via a copper-catalyzed click reaction (CuAAC). It also reacts with strained cyclooctyne via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures. QSY®-9 is registered trademarks of ThermoFisher Scientific.

SY-21 Azide (QSY®-21 equivalent) is a nonfluorescent acceptor dye often used for preparation of peptide and oligonucleotide FRET probes. A broad and intense quenching range from 580 nm to 680 nm makes it useful as an acceptor in fluorescence resonance energy transfer (FRET) applications in conjunction with fluorescent dyes at 580 nm to 680 nm, such as Fluorescein, Alexa Fluor® 568, 594, 633, 647, TAMRA, ROX, Texas Red and Cy5. SY-21 Azide can be reacted with terminal alkynes via a copper-catalyzed click reaction (CuAAC). It also reacts with strained cyclooctyne via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures. QSY®-21 is registered trademarks of ThermoFisher Scientific.

SY-7 DBCO (QSY®-7 equivalent) is a nonfluorescent acceptor dye used for preparation of peptide and oligonucleotide FRET probes. A broad and intense quenching range from 500-600 nm makes it useful as an acceptor in fluorescence resonance energy transfer (FRET) applications in conjunction with fluorescent dyes at 520 nm to 600 nm, such as Fluorescein, Oregon Green, Carboxyrhodamine 110 (Rhodamine Green), Alexa Fluor® 488, 532, 546, 555, 568, Cy3, TAMRA and ROX dyes. SY-7 DBCO reacts with azides via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures. In application where the presence of copper is a concern SY-7 DBCO is an ideal alternative to copper requiring fluorescent alkynes. QSY®-7 is registered trademarks of ThermoFisher Scientific.

SY-21 DBCO (QSY®-21 equivalent) is a nonfluorescent acceptor dye often used for preparation of peptide and oligonucleotide FRET probes. A broad and intense quenching range from 580 nm to 680 nm makes it useful as an acceptor in fluorescence resonance energy transfer (FRET) applications in conjunction with fluorescent dyes at 580 nm to 680 nm, such as Fluorescein, Alexa Fluor® 568, 594, 633, 647, TAMRA, ROX, Texas Red and Cy5. SY-21 DBCO reacts with azides via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures. In application where the presence of copper is a concern SY-21 DBCO is an ideal alternative to copper requiring fluorescent alkynes. QSY®-21 is registered trademarks of ThermoFisher Scientific.

Biotin Gly-Gly-Gly is a water-soluble substrate for sortase mediated labeling of proteins. Sortase catalyzes a transpeptidase reaction between a specific internal sequence of a protein and an amine group present on the N-terminus of triglycine recently has become an area of great interest. This method of labeling proteins has been denoted as “Sortagging”.

Amine-PEG4-Val-Cit is a cleavable ADC linker featuring a primary amine, a hydrophilic PEG spacer, and a Val-Cit dipeptide. The amine is free to perform a wide variety of reactions such as coupling with carboxylic acids, reductive aminations with ketones or aldehydes, or other more specialized uses such as in SNAr reactions or heterocyclic chemistry. The Val-Cit dipeptide is cleaved by cellular proteases within the cell to allow for efficient payload delivery.

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