Amino-PEG5-t-butyl ester

 CAS No.: 1446282-18-3  Cat No.: BP-500736  Purity: >95% 4.5  

Amino-PEG5-t-butyl ester is a heterobifunctional PEG-based linker featuring a terminal amino group for covalent attachment to a targeting ligand or reactive handle, and a masked carboxyl functionality protected as a tert-butyl ester. The linker consists of an oligo(ethylene glycol) chain of five ethylene oxide units, providing water solubility, conformational flexibility, and reduced nonspecific interactions, while the PEG segment helps maintain productive geometry between the two PROTAC-relevant moieties. In PROTAC design, this type of bifunctional linker is used to connect an E3-recruiting ligand (or other binding element) to a complementary warhead, enabling formation of a ternary complex through controlled spatial separation and minimized steric hindrance. The tert-butyl ester protection allows stable handling during synthesis and can be deprotected under standard acidic conditions to generate a carboxyl for subsequent amide or ester coupling. This product is valuable for constructing degraders and for systematic linker-length studies that probe how linker properties influence degradation efficiency and selectivity.

Amino-PEG5-t-butyl ester

Structure of 1446282-18-3

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Category
PROTAC Linker
Molecular Formula
C17H35NO7
Molecular Weight
365.46
Appearance
Transparent Liquid

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

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Purity
>95%
Appearance
Transparent Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Amino-PEG5-COOtBu; H2N-PEG5-CH2CH2COOtBu; 4,7,10,13,16-Pentaoxaoctadecanoic acid, 18-amino-, 1,1-dimethylethyl ester
Boiling Point
439.1±40.0 °C at 760 mmHg
Density
1.0±0.1 g/cm3
InChI Key
XSTIRQZQKAJSIM-UHFFFAOYSA-N
InChI
InChI=1S/C17H35NO7/c1-17(2,3)25-16(19)4-6-20-8-10-22-12-14-24-15-13-23-11-9-21-7-5-18/h4-15,18H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCN

This Amino-PEG5-t-butyl ester linker is designed for modular PROTAC synthesis, providing a flexible polyethylene glycol spacer that can enhance solubility and enable efficient conjugation between a ligand and an E3-recruiting moiety. Its protected carboxyl functionality supports controlled coupling strategies while maintaining chemical compatibility across common linker-building workflows. The detailed structural and reactivity characteristics are provided below to guide experimental selection and downstream assembly.

Structure: The linker contains a PEG-based ethylene glycol chain, an amino functional group, and a tert-butyl ester protecting group. It features ether linkages within the PEG segment and an ester linkage at the protected carboxyl site. Overall, it is a polar, flexible scaffold suitable for bioconjugation.

Reactivity: The tert-butyl ester can be selectively deprotected under acid-mediated conditions to reveal a reactive carboxylic acid for amide or ester-forming coupling. The amino group enables nucleophilic acyl substitution or coupling to activated carboxylic acid derivatives. Typical PROTAC linker construction uses standard peptide-coupling chemistries with appropriate bases and coupling reagents, often in polar organic solvents, to form stable amide bonds under mild conditions.

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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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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