The DBCO (dibenzocyclooctyne) reagent is one of the most reactive cycloalkynes for strain-promoted alkyne azide cycloaddition (SPAAC), enabling copper-free click chemistry.
DBCO is usually attached to the polypeptide by using the amino group, sulfhydryl or carboxyl group in the polypeptide.
1. Use DBCO-NHS to react with amino groups in peptides.
DBCO-NHS esters are amine-reactive compounds that can be used to modify amine-containing molecules in organic solvents (with limited solubility in aqueous media). It reacts with primary amines (such as the side chains of lysine residues or the surface of an aminosilane coating) at neutral or slightly basic pH to form covalent bonds. Low mass weights will add minimal spacers to the modified molecule. DBCO is commonly used in copper-free click chemistry reactions.
DBCO-NHS
DBCO-C6-NHS ester is an amine-reactive compound that can be used to modify amine-containing molecules in organic media. This reagent is insoluble in aqueous media. The extended 6-carbon spacer improves solubility in common organic solvents, including dichloromethane, chloroform, THF, and ethyl acetate, and also improves derivatization efficiency and conjugate stability. DBCO is commonly used in copper-free click chemistry reactions.
DBCO-PEG1-NHS ester is a PEG derivative containing an NHS ester moiety that can be specific for primary amines (such as side chains of lysine residues or aminosilane-coated surfaces) under neutral or slightly basic conditions Reactively and efficiently react to form covalent bonds. The hydrophilic PEG spacer improves water solubility and provides long, flexible linkages that minimize steric hindrance associated with linkage. DBCO is commonly used in copper-free click chemistry reactions.
2. Use DBCO-maleimide to react with the sulfhydryl group in the polypeptide.
DBCO-maleimide is a sulfhydryl reactive reagent containing a maleimide group and a DBCO moiety. Maleimide groups react specifically and efficiently with thiols to form thioether linkages. The low mass weight will add minimal space to the modified molecule and allow simple and efficient incorporation of the DBCO moiety into cysteine-containing peptides or other sulfhydryl-containing biomolecules. DBCO is commonly used in copper-free click chemistry reactions.
DBCO-PEG4-maleimide is a PEG derivative containing a maleimide group and a DBCO moiety. Hydrophilic PEG spacers improve solubility in aqueous buffers. Maleimide groups react specifically and efficiently with thiols to form stable thioether linkages. Lower mass weights will add minimal spacing to the modified molecule and allow simple and efficient binding of the DBCO moiety to cysteine-containing peptides or other sulfhydryl-containing biomolecules. DBCO is commonly used in copper-free click chemistry reactions.
DBCO-PEG4-maleimide
3. Use DBCO-NH2 to react with sulfhydryl groups in peptides.
DBCO-PEG1-amine is a PEG derivative comprising DBCO and amine moieties. DBCO groups are commonly used in copper-free click chemistry reactions. Amine groups can react with carboxylic acids, activated NHS esters, carbonyl groups (ketones, aldehydes), etc.
DBCO-NHCO-PEG4-amine is a carboxyl-reactive building block with an extended PEG spacer. Hydrophilic PEG spacers improve water solubility. In the presence of an activating agent such as EDC or DCC, this reagent can be used to derivatize carboxyl groups or activated esters (eg NHS esters) via stable amide linkages. DBCO is commonly used in copper-free click chemistry reactions.
SulfoDBCO-PEG4-amine is a water-soluble carboxyl-reactive building block with an extended PEG spacer arm. In the presence of an activating agent such as EDC or DCC, this reagent can be used to derivatize carboxyl groups or activated esters (eg NHS esters) via stable amide linkages. Hydrophilic sulfonated spacers can greatly improve the water solubility of DBCO-derived molecules and provide durable and flexible linkages. DBCO is commonly used in copper-free click chemistry reactions.
