DBCO-NHCO-PEG2-NHS ester

 Cat No.: BP-501841 4.5  

DBCO-NHCO-PEG2-NHS ester is a bifunctional PEG-based linker combining a cyclooctyne (DBCO) for strain-promoted azide–alkyne cycloaddition with an N-hydroxysuccinimide (NHS) ester for amine-reactive conjugation. Structurally, it contains a short, hydrophilic PEG spacer that separates the reactive termini, improving accessibility and reducing steric interference during labeling reactions. In PROTAC workflows, this linker enables modular assembly by first coupling the NHS ester to a primary amine on one PROTAC component (e.g., a ligand or targeting moiety) and then installing the DBCO handle for subsequent click conjugation to an azide-functional partner. This two-step strategy supports efficient, catalyst-free attachment under mild conditions, facilitating the preparation of heterobifunctional degraders and related targeted degradation constructs. The product is valuable for researchers seeking reliable chemoselective linkage, improved solubility, and flexible design of PROTAC architectures for structure–activity studies and optimization.

DBCO-NHCO-PEG2-NHS ester

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Category
PROTAC Linker
Molecular Formula
C₃₀H₃₁N₃O₈
Molecular Weight
561.58

* For research and manufacturing use only. Not for human or clinical use.

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
(2,5-dioxopyrrolidin-1-yl) 3-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]propanoate
InChI Key
XRVXTMUZEYCLIC-UHFFFAOYSA-N
InChI
InChI=1S/C30H31N3O8/c34-26(14-17-39-19-20-40-18-15-30(38)41-33-28(36)11-12-29(33)37)31-16-13-27(35)32-21-24-7-2-1-5-22(24)9-10-23-6-3-4-8-25(23)32/h1-8H,11-21H2,(H,31,34)
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCC(=O)NCCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42

This DBCO-NHCO-PEG2-NHS ester is a bifunctional PROTAC linker designed to enable efficient conjugation between azide-bearing targeting ligands and DBCO-functional biomolecules through strain-promoted click chemistry. Its PEG-based spacer improves solubility and reduces steric constraints, supporting productive ternary complex formation in targeted protein degradation workflows. The detailed Structure and Reactivity parameters are provided below for researchers planning stepwise linker installation and PROTAC assembly.

Structure: The linker contains a DBCO cyclooctyne moiety for strain-promoted azide–alkyne cycloaddition, a carbamate/amide-containing connection to a short PEG spacer, and an activated N-hydroxysuccinimide ester for amide bond formation. It features ether linkages within the PEG segment and stable covalent linkages suitable for bioconjugation.

Reactivity: The NHS ester reacts with primary amines (for example, lysine residues or amino-functional ligands) to form stable amide bonds under mildly basic aqueous or mixed solvent conditions. After amine coupling, the DBCO group undergoes strain-promoted azide–alkyne cycloaddition with azide-functional partners without added catalysts. Typical workflows use buffered solutions compatible with NHS hydrolysis control and then proceed to click conjugation under conditions that preserve biomolecule integrity.

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Desired concentration: *

L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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