Amino-PEG1-t-butyl ester

 CAS No.: 1260092-46-3  Cat No.: BP-500062  Purity: >95% 4.5  

Amino-PEG1-t-butyl ester is a short, monoethylene glycol–based linker building block featuring a terminal amino group and a protected carboxyl functionality as a tert-butyl ester. Structurally, it provides a minimal polyethylene glycol spacer that can enhance solubility and reduce steric congestion at the point of conjugation, while the amino handle enables straightforward coupling to activated electrophiles or to other PROTAC fragments through amide or related bond-forming chemistries. In PROTAC design, such linkers are used to connect a ligand that binds the target protein to a ligand that recruits an E3 ubiquitin ligase, thereby positioning the two recognition domains with an appropriate distance and orientation to promote productive ternary complex formation and subsequent ubiquitination-driven degradation. As a compact, chemically versatile PEG spacer, it is valuable for structure–activity relationship studies where linker length and physicochemical properties are tuned to optimize degradation potency and experimental handling.

Amino-PEG1-t-butyl ester

Structure of 1260092-46-3

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Category
PROTAC Linker
Molecular Formula
C₉H₁₉NO₃
Molecular Weight
189.25
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
4°C, protect from light; In solvent, -80°C, 6 months; -20°C, 1 month (protect from light)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-(2-aminoethoxy)propanoate
Synonyms
Amino-PEG1-COOtBu; tert-butyl 3-(2-aminoethoxy)propanoate; H2N-PEG1-CH2CH2COOtBu
InChI Key
NSCCYXHEZRMPPH-UHFFFAOYSA-N
InChI
InChI=1S/C9H19NO3/c1-9(2,3)13-8(11)4-6-12-7-5-10/h4-7,10H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCN

This Amino-PEG1-t-butyl ester linker is designed to support PROTAC assembly by providing a handle for controlled conjugation while maintaining favorable solubility and conformational flexibility typical of polyethylene glycol linkers. Its protected carboxyl functionality enables selective coupling strategies, helping researchers build stable, well-defined bifunctional degraders. Detailed structural and reactivity considerations are provided below to guide experimental design and linker integration into targeted protein degradation workflows.

Structure: The linker comprises an amino-functionalized polyethylene glycol segment terminated by a tert-butyl ester, combining a flexible ether-rich backbone with a protected carboxyl group. It contains amide-forming potential and ester chemistry, with ether linkages that enhance hydrophilicity and promote productive spatial presentation of conjugated ligands.

Reactivity: The tert-butyl ester can be used as a protected carboxyl for amide-bond formation under standard coupling conditions, typically employing carbodiimide or uronium-type activators with a base in polar aprotic solvents. Deprotection to reveal the free carboxylic acid is commonly achieved under mild acid conditions, enabling subsequent coupling. The amino functionality can participate in orthogonal conjugation depending on the chosen protecting-group strategy and coupling order.

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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
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