2-Amino-1,3-bis(carboxylethoxy)propane

 CAS No.: 1020112-73-5  Cat No.: BP-501388 4.5  

2-Amino-1,3-bis(carboxylethoxy)propane is a trifunctional, highly polar amino-diacid branching scaffold containing a central 1,3-propane backbone bearing two carboxylic acid arms and a primary amine. Structurally, it provides multiple handles for PROTAC assembly: the amine can be used for amide or carbamate formation with activated carboxyl groups on targeting ligands, while the terminal carboxylates enable further coupling strategies or controlled spacer tuning. In PROTAC design, such multi-functional linkers help position the targeting moiety and the E3-ligase-binding component at an appropriate distance and geometry, promoting formation of a productive ternary complex and thereby supporting ubiquitination and proteasomal degradation of the target protein. Its dicarboxylate nature also supports aqueous solubility and can reduce nonspecific hydrophobic interactions, which is advantageous for experimental screening of linker length and attachment chemistry in targeted protein degradation workflows.

2-Amino-1,3-bis(carboxylethoxy)propane

Structure of 1020112-73-5

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PROTAC Linker
Molecular Formula
C₉H₁₇NO₆
Molecular Weight
235.23

* 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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IUPACName
3-[2-amino-3-(2-carboxyethoxy)propoxy]propanoic acid
InChI Key
HWQYUSUCQZDSSK-UHFFFAOYSA-N
InChI
InChI=1S/C9H17NO6/c10-7(5-15-3-1-8(11)12)6-16-4-2-9(13)14/h7H,1-6,10H2,(H,11,12)(H,13,14)
SMILES
C(COCC(COCCC(=O)O)N)C(=O)O

This PROTAC linker, 2-Amino-1,3-bis(carboxylethoxy)propane, is designed to provide a functional, water-compatible scaffold for connecting targeting and E3-ligand moieties in targeted protein degradation constructs. Its bifunctional carboxylate-bearing termini and amino functionality support robust conjugation strategies, enabling modular PROTAC assembly and fine-tuning of linker architecture. The following sections describe its structure and practical reactivity considerations in PROTAC synthesis in detail.

Structure: The linker contains an aliphatic propyl backbone bearing a primary amino group and two carboxylethoxy substituents. It features ether linkages connecting the backbone to terminal carboxylate groups, with multiple heteroatoms that promote polarity and hydrogen-bonding. These features typically yield good solubility in polar media suitable for synthetic conjugation workflows.

Reactivity: For PROTAC construction, the terminal carboxyl groups are commonly activated toward amide or ester bond formation using standard coupling chemistries, such as carbodiimide-based activation with an appropriate base, or alternative activated ester approaches. The amino group can participate in nucleophilic substitution or selective coupling, depending on protection strategy. Reactions are typically performed in polar aprotic solvents under controlled pH to manage carboxylate activation and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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