Amino-Tri-(carboxyethoxymethyl)-methane
CAS No.: 174362-95-9
Cat No.: BP-501328
Purity: >98.0%
4.5 
Amino-Tri-(carboxyethoxymethyl)-methane is a multifunctional, amine-containing linker built on a substituted methane core bearing three carboxyethoxymethyl substituents. Structurally, it provides a tertiary scaffold with multiple carboxylate-bearing arms that can be used to tune polarity, solubility, and spatial presentation of reactive handles while the amino functionality enables controlled conjugation chemistry. In PROTAC design, such linkers are employed to connect or distance the ligand moieties that recruit an E3 ligase and the target-binding warhead, thereby optimizing the effective ternary complex formation. The tri-arm architecture can help reduce unfavorable steric constraints and allow researchers to adjust linker length and flexibility through subsequent derivatization of the carboxyl groups. Its value lies in enabling systematic linker engineering for targeted protein degradation studies, supporting improved synthesis of conjugates and facilitating structure–activity relationship exploration in cellular degradation assays.
Structure of 174362-95-9
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Amino-Tri-(carboxyethoxymethyl)-methane, is designed to serve as a multifunctional connector within PROTAC architectures, enabling controlled spatial separation and conjugation of binding motifs. Its tri-functional, carboxyethoxymethyl-substituted framework supports robust synthetic assembly and offers flexibility for tuning linker length and polarity to influence ternary complex formation. The detailed structural and synthetic guidance for PROTAC construction is provided below.
Structure: Amino-Tri-(carboxyethoxymethyl)-methane contains a central amino-bearing core bearing three carboxyethoxymethyl substituents. The molecule features amine and carboxylate functionality, ether linkages within the ethoxymethyl arms, and multiple hydrogen-bonding sites that affect solubility and conformational behavior in linker design.
Reactivity: For PROTAC synthesis, this linker is typically used in amide-forming or ester/amide-exchange strategies that couple carboxy-containing groups to complementary amine or activated carboxyl partners on ligands. Suitable conditions often employ carbodiimide-mediated coupling or activated ester chemistry, using polar aprotic solvents and controlled pH to preserve amine integrity. Mechanistically, nucleophilic acyl substitution links the linker to targeting moieties, while purification should account for zwitterionic and salt-state equilibria.
* 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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