N3-C10H20-COOSu

 CAS No.: 850080-13-6  Cat No.: BP-502140  Purity: >98% by HPLC 4.5  

N3-C10H20-COOSu is a bifunctional PROTAC linker bearing an N3-anchored aliphatic chain terminated with a succinimide ester (Su), providing a chemically defined handle for covalent coupling to primary amines on target-binding or E3-recruiting ligands. Structurally, it consists of a linear decyl spacer that positions the reactive succinimide group at a controlled distance from the N3 attachment point, enabling efficient conjugation while reducing steric interference during linker–ligand assembly. In PROTAC construction, the succinimide ester undergoes nucleophilic acyl substitution with amine-containing moieties to form a stable amide bond, thereby connecting two functional components into a single, modular degrader scaffold. This linker is valuable for researchers optimizing linker length and attachment chemistry to tune ternary-complex formation and degradation potency, since spacer geometry and conjugation site strongly influence cellular activity and degradation kinetics.

N3-C10H20-COOSu

Structure of 850080-13-6

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Category
PROTAC Linker
Molecular Formula
C15H24N4O4
Molecular Weight
324.38

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

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Purity
>98% by HPLC
Solubility
Soluble in DMSO
Storage
Store at 2-8 °C
IUPACName
(2,5-dioxopyrrolidin-1-yl) 11-azidoundecanoate
Synonyms
2,5-Dioxopyrrolidin-1-yl 11-azidoundecanoate; 11-Azidoundecanoic acid NHS ester; 11-Azidoundecanoic acid N-hydroxysuccinimide ester; 2,5-Dioxo-1-pyrrolidinyl 11-azidoundecanoate; 11-Azidoundecanoic acid succinimidyl ester; N3-C10-NHS; 11-Azido-undecanoyl-OSu
InChI Key
IVJGODXPMKXQTE-UHFFFAOYSA-N
InChI
InChI=1S/C15H24N4O4/c16-18-17-12-8-6-4-2-1-3-5-7-9-15(22)23-19-13(20)10-11-14(19)21/h1-12H2
SMILES
C1CC(=O)N(C1=O)OC(=O)CCCCCCCCCCN=[N+]=[N-]

This PROTAC linker, N3-C10H20-COOSu, is designed to provide a flexible aliphatic spacer that connects a functional handle to a succinimidyl ester motif, enabling efficient conjugation to amine-containing ligands. Its combination of conformational flexibility and an activated ester facilitates robust formation of PROTAC constructs used for targeted protein degradation. The following sections describe the linker’s structure and practical reactivity considerations in detail below.

Structure: The molecule contains a long, saturated hydrocarbon chain that imparts conformational flexibility, terminating in a carboxylate-derived succinimidyl ester. It features an amide-forming carbonyl, an ester linkage to the succinimide leaving group, and multiple C–C and C–H bonds that support spacer-like behavior in conjugates.

Reactivity: The succinimidyl ester reacts with primary amines via nucleophilic acyl substitution, releasing N-hydroxysuccinimide. Suitable conditions typically use anhydrous or low-water organic solvents and mildly basic bases to promote amine nucleophilicity while minimizing hydrolysis. Common conjugation workflows include stepwise coupling of the linker to lysine-bearing ligands, followed by purification to remove hydrolyzed succinimide byproducts before PROTAC assembly.

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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
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