Amino-PEG7-t-butyl ester

 CAS No.: 2428400-07-9  Cat No.: BP-501589  Purity: >95% 4.5  

Amino-PEG7-t-butyl ester is a PEG-based linker featuring a terminal primary amine for conjugation and a protected carboxyl group as a t-butyl ester, enabling stable handling during PROTAC synthesis and subsequent deprotection under standard ester-cleaving conditions. The linker consists of a polyethylene glycol chain of intermediate length that provides conformational flexibility and hydrophilicity, helping to reduce steric interference between the target-binding ligand and the E3-ligase-recruiting moiety. In PROTAC design, such PEG spacers function as “molecular bridges” that position the two binding elements at an optimal distance and orientation to promote productive ternary complex formation and ubiquitination. The t-butyl ester allows controlled attachment strategies (e.g., amide or other acyl couplings) while maintaining functional-group compatibility across multi-step synthesis. This reagent is valuable for researchers optimizing linker geometry, solubility, and coupling efficiency in targeted protein degradation studies.

Amino-PEG7-t-butyl ester

Structure of 2428400-07-9

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Category
PROTAC Linker
Molecular Formula
C21H43NO9
Molecular Weight
453.57
Appearance
Pale Yellow Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow Oily Liquid
Storage
Store at -20°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Amino-PEG7-COOtBu; H2N-PEG7-CH2CH2COOtBu; tert-Butyl 1-amino-3,6,9,12,15,18,21-heptaoxatetracosan-24-oate; 4,7,10,13,16,19,22-Heptaoxatetracosanoic acid, 24-amino-, 1,1-dimethylethyl ester
Boiling Point
510.9±45.0°C (Predicted)
Density
1.062±0.06 g/cm3 (Predicted)
InChI Key
DQPAYUNKPDINFW-UHFFFAOYSA-N
InChI
InChI=1S/C21H43NO9/c1-21(2,3)31-20(23)4-6-24-8-10-26-12-14-28-16-18-30-19-17-29-15-13-27-11-9-25-7-5-22/h4-19,22H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCN

Amino-PEG7-t-butyl ester is a polyethylene glycol (PEG)-based linker designed to support the modular synthesis of PROTACs by connecting a warhead to an E3 ligase-recruiting ligand through a flexible, hydrophilic spacer. Its PEG backbone helps tune solubility and conformational freedom, while the protected carboxyl group enables controlled functional group interconversion during assembly. The detailed structural and reactivity considerations for constructing PROTAC conjugates are provided below.

Structure: The linker comprises an amino terminus and a PEG chain terminating in a tert-butyl ester. It contains ether linkages along the PEG segment and an ester carbonyl at the protected carboxyl end, providing a flexible, water-compatible scaffold with a stable, acid-labile ester protecting group.

Reactivity: The amino group is suitable for coupling to activated carboxylic acids or carboxyl-activated intermediates using standard amide-forming chemistries (for example, carbodiimide-based activation or acid chloride routes where appropriate). The tert-butyl ester can be deprotected under acidic conditions to regenerate a carboxylic acid for subsequent conjugation. Common solvents include polar organic media, and coupling steps typically rely on widely used coupling reagents and base/acid workup strategies consistent with peptide and PROTAC linker synthesis workflows.

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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

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