Amino-PEG9-t-butyl ester

 CAS No.: 1818294-44-8  Cat No.: BP-501163  Purity: >99% 4.5  

Amino-PEG9-t-butyl ester is a PEG-based linker building block featuring a terminal primary amine for bioconjugation and a protected carboxylate masked as a tert-butyl ester at the other end. The PEG chain provides a flexible, hydrophilic spacer that can reduce steric interference and improve the effective reach between a ligand-bearing moiety and the recruited E3 ligase-binding partner in PROTAC constructs. In targeted protein degradation designs, this linker is used to connect two functional domains through amide or related coupling chemistries after deprotection, enabling formation of a defined conjugate that can bring the target protein and ubiquitin ligase into proximity to support ubiquitination and subsequent proteasomal degradation. Its utility lies in offering a tunable, experimentally tractable distance and solubility profile, which can be critical for optimizing ternary complex formation, cellular uptake, and degradation potency across linker length and attachment-point variations.

Amino-PEG9-t-butyl ester

Structure of 1818294-44-8

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Category
PROTAC Linker
Molecular Formula
C25H51NO11
Molecular Weight
541.67
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
>99%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Amino-PEG9-COOtBu; H2N-PEG9-CH2CH2COOtBu; 2-Methyl-2-propanyl 1-amino-3,6,9,12,15,18,21,24,27-nonaoxatriacontan-30-oate; 3,6,9,12,15,18,21,24,27-Nonaoxatriacontan-30-oic acid, 1-amino-, 1,1-dimethylethyl ester; Amino-PEG9-Boc
Boiling Point
576.2±45.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
PPVFMACVSAAZFR-UHFFFAOYSA-N
InChI
InChI=1S/C25H51NO11/c1-25(2,3)37-24(27)4-6-28-8-10-30-12-14-32-16-18-34-20-22-36-23-21-35-19-17-33-15-13-31-11-9-29-7-5-26/h4-23,26H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCN

Amino-PEG9-t-butyl ester is a PEG-based linker designed to support targeted protein degradation (PROTAC) workflows by providing a hydrophilic, conformationally flexible spacer and a protected carboxylate handle for stepwise bioconjugation. Its amino functionality enables reliable coupling to ligands or intermediate fragments, while the tert-butyl ester supports controlled deprotection strategies. The detailed structural and reactivity considerations for constructing PROTACs are provided below.

Structure: The linker contains a polyethylene glycol chain bearing a terminal amino group and a tert-butyl ester at the opposite end. It features ether linkages within the PEG backbone, an aliphatic tert-butyl ester moiety, and a primary amine suitable for amide or urea formation. Overall, it is typically water-compatible and conformationally flexible.

Reactivity: The amino terminus is commonly used for nucleophilic acyl substitution or coupling to activated carboxylic acids (for example, via carbodiimide-mediated amide bond formation) under standard peptide-coupling conditions. The tert-butyl ester is a protecting group that can be removed under acid-promoted conditions to reveal a carboxylic acid for subsequent coupling. Solvent systems are typically chosen to balance PEG solubility and coupling efficiency, with bases and coupling reagents selected to minimize side reactions.

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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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