DBCO-PEG5-NHS Ester

The Cu-free click reaction, known as the strain-promoted alkyne-azide cycloaddition (SPAAC), is a bioorthogonal reaction that uses cyclooctynes and azides as reagents. This reaction is selective and efficient, reacting exclusively with each other while remaining inert to naturally occurring functional groups such as hydroxy, amino, and thiol groups. SPAAC allows for the labeling of a wide variety of biomolecules in aqueous and complex chemical environments by forming a stable triazole. Among the various cyclooctynes, dibenzocyclooctyne (DBCO) compounds are notable for their fast kinetics and good stability in aqueous buffers. Within physiological temperature and pH ranges, DBCO does not react with thiol, amino, or hydroxy groups that are naturally present in many biomolecules. DBCO-PEG5-NHS Ester is a specific and efficient reagent that reacts with primary amines (e.g., lysine residues or aminosilane-coated surfaces) at pH 7-9 to form a covalent bond. The hydrophilic polyethylene glycol (PEG) spacer arm in these reagents imparts water solubility to the labeled molecule, reducing aggregation of labeled proteins stored in solution. Additionally, the PEG spacer arm provides a long and flexible connection that minimizes steric hindrance during ligation to complementary azide-containing molecules.

Dibenzocyclooctyne (DBCO) is one of the most popular Cu-free click reaction reagents, known as the strain-promoted alkyne-azide cycloaddition (SPAAC). Its biorthogonal reaction is selective and efficient.

Protocol

SDS

COA

Catalog	Size	Price	Quantity
4526	1 mg	Price

References

View all 50 references: Citation Explorer

Click-Chemistry-Mediated Cell Membrane Glycopolymer Engineering to Potentiate Dendritic Cell Vaccines.

Authors:

Yang, He and Xiong, Zijian and Heng, Xingyu and Niu, Xiaomeng and Wang, Yichen and Yao, Lihua and Sun, Lele and Liu, Zhuang and Chen, Hong

Journal:

Angewandte Chemie (International ed. in English) (2024): e202315782

Bioorthogonal "Click and Release" Reaction-Triggered Aggregation of Gold Nanoparticles Combined with Released Lonidamine for Enhanced Cancer Photothermal Therapy.

Authors:

Yan, Xiao and Li, Ke and Xie, Tian-Qiu and Jin, Xiao-Kang and Zhang, Cheng and Li, Qian-Ru and Feng, Jun and Liu, Chuan-Jun and Zhang, Xian-Zheng

Journal:

Angewandte Chemie (International ed. in English) (2024): e202318539

Smart Biointerfaces via Click Chemistry-Enabled Nanopatterning of Multiple Bioligands and DNA Force Sensors.

Authors:

Shahrokhtash, Ali and Sutherland, Duncan S

Journal:

ACS applied materials & interfaces (2024): 21534-21545

Fibronectin Connecting Cell Sheet Based on Click Chemistry for Wound Repair.

Authors:

Xu, Wei and He, Meng and Lu, Qinghua

Journal:

Advanced science (Weinheim, Baden-Wurttemberg, Germany) (2024): e2306746

A versatile method for conjugating lipid nanoparticles on T cells through combination of click chemistry and metabolic glycoengineering.

Authors:

Li, Xin and Weller, Sven and Clergeaud, Gael and Andresen, Thomas L

Journal:

Biotechnology journal (2024): e2300339

Physical properties

Molecular weight	693.75
Solvent	DMSO

Storage, safety and handling

H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Minimize light exposure
UNSPSC	12171501
CAS	2144395-59-3

Documents

Protocol
Safety Data Sheet
Certificate of Analysis

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Page updated on October 19, 2025