10-(tert-Butoxy)-10-oxodecanoic NHS ester
CAS No.: 905735-81-1
Cat No.: BP-502134
4.5 
10-(tert-Butoxy)-10-oxodecanoic NHS ester is an activated carboxylic acid derivative designed for amide-bond formation in targeted protein degradation constructs. Structurally, it is a decanoate linker bearing a terminal N-hydroxysuccinimide (NHS) ester, providing a reactive handle that couples efficiently to primary amines on ligands such as lysine-containing peptides, antibody fragments, or engineered protein-binding modules. The linker also contains a protected carboxylate functionality (tert-butyl ester) that can be retained during synthesis and, when needed, removed under appropriate conditions to enable downstream conjugation or tuning of polarity and hydrolysis behavior. In PROTAC design, this type of NHS-activated spacer is used to connect the “warhead” ligand to the E3-recruiting or binding moiety while maintaining sufficient distance and conformational flexibility for productive ternary complex formation. Its utility lies in straightforward, high-yield linker installation, facilitating systematic optimization of linker length and chemistry for improved degradation efficiency and selectivity in experimental workflows.
Structure of 905735-81-1
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This PROTAC linker reagent, 10-(tert-Butoxy)-10-oxodecanoic NHS ester, provides an NHS-activated carboxylate handle for efficient amide-bond formation with primary amines commonly present on targeting ligands and some degron scaffolds. Its spacer architecture supports controlled linker length and conformational flexibility, which can improve ternary-complex formation and targeted protein degradation performance. Detailed structural and reactivity guidance is provided below.
Structure: The molecule contains an NHS-activated carboxylic acid ester embedded in a decanoyl scaffold, featuring a terminal tert-butoxy-protected carbonyl region. It incorporates amide-forming functionality, stable ester linkages prior to conjugation, and a flexible aliphatic chain that can modulate spatial orientation between PROTAC components.
Reactivity: NHS esters typically react with nucleophilic primary amines under mild, aqueous-compatible conditions, forming stable amide bonds via acyl substitution. Suitable conjugation workflows use buffering systems that maintain amine nucleophilicity while limiting hydrolysis, with anhydrous organic co-solvents often employed to improve solubility. Reactions are commonly performed at low-to-moderate temperatures and quenched after completion to minimize NHS ester degradation; no special catalysts are required beyond controlled pH and mixing.
* 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
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