Fmoc-aminooxy-PEG12-NHS ester

 Cat No.: BP-501895 4.5  

Fmoc-aminooxy-PEG12-NHS ester is a heterobifunctional polyethylene glycol linker designed for PROTAC and targeted protein degradation workflows. Structurally, it combines an Fmoc-protected aminooxy group with a PEG chain terminated by an N-hydroxysuccinimide ester, providing two orthogonal reactive handles: the aminooxy moiety enables oxime ligation or related aminooxy-based conjugation chemistry, while the NHS ester readily reacts with primary amines on proteins, peptides, or small-molecule handles to form stable amide bonds. In PROTAC architectures, such linkers help tune spatial separation and conformational flexibility between the target-binding ligand and the E3-recruiting element, often improving productive ternary-complex formation by reducing steric constraints and modulating effective linker length. This reagent is valuable for constructing degraders with controlled attachment points, facilitating systematic structure–activity relationship studies and enabling robust conjugation strategies for mechanistic and cellular evaluation.

Fmoc-aminooxy-PEG12-NHS ester

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PROTAC Linker
Molecular Formula
C₄₆H₆₈N₂O₁₉
Molecular Weight
953.03

* 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-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
MHKZUEADYVLQRS-UHFFFAOYSA-N
InChI
InChI=1S/C46H68N2O19/c49-43-9-10-44(50)48(43)67-45(51)11-12-53-13-14-54-15-16-55-17-18-56-19-20-57-21-22-58-23-24-59-25-26-60-27-28-61-29-30-62-31-32-63-33-34-64-35-36-66-47-46(52)65-37-42-40-7-3-1-5-38(40)39-6-2-4-8-41(39)42/h1-8,42H,9-37H2,(H,47,52)
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCONC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-aminooxy-PEG12-NHS ester is a bifunctional PEG-based linker designed for assembling PROTACs that require efficient conjugation between an aminooxy handle and an NHS-activated ester. Its PEG spacer promotes solubility and conformational flexibility, while the Fmoc group enables controlled, stepwise synthetic workflows. The NHS ester supports rapid amide bond formation with primary amines, enabling modular construction of targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains an Fmoc-protected aminooxy moiety connected through a polyethylene glycol chain to an N-hydroxysuccinimide ester. It features stable carbamate and ether linkages, an activated carboxylate for acyl transfer, and a flexible PEG segment that enhances aqueous compatibility and reduces steric constraints.

Reactivity: The NHS ester reacts with primary amines under mildly basic aqueous or mixed solvent conditions to form stable amide bonds via nucleophilic acyl substitution. The aminooxy functionality can be used for oxime-related conjugation strategies, typically requiring controlled pH and compatible buffers to preserve NHS reactivity. Common bases and coupling-compatible solvents are selected to balance NHS stability and amine nucleophilicity, with careful control to minimize hydrolysis.

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* 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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