t-Boc-N-amido-PEG4-amine

 CAS No.: 811442-84-9  Cat No.: BP-500094  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG4-amine is a polyethylene glycol (PEG)–based linker featuring a Boc-protected amine at one terminus and an amide-linked connection point for conjugation at the other. The PEG4 chain provides a flexible, hydrophilic spacer that helps reduce steric hindrance and can improve solubility and effective reach between a target-binding ligand and an E3-recruiting moiety in PROTAC architectures. In targeted protein degradation workflows, such PEG–amide linkers are commonly used to tune the geometry and distance required for productive ternary complex formation, thereby influencing ubiquitination efficiency and degradation potency. The Boc group enables controlled stepwise synthesis, allowing researchers to install the linker into larger constructs under conditions compatible with sensitive functional groups. As a modular building block, it supports systematic linker optimization studies aimed at mapping how linker length, flexibility, and attachment chemistry affect cellular degradation outcomes.

t-Boc-N-amido-PEG4-amine

Structure of 811442-84-9

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Category
PROTAC Linker
Molecular Formula
C15H32N2O6
Molecular Weight
336.42
Related CAS
890091-42-6 (polymer) 198227-38-2 (polymer)
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%
Solubility
Soluble in DMSO (Slightly), Methanol (Slightly)
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C, protect from light
Shipping
Room temperature
IUPACName
tert-butyl N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
Boc-NH-PEG4-CH2CH2NH2; NHBoc-PEG4-amine; O-(2-Aminoethyl)-O'-[2-(Boc-amino)ethyl]triethylene Glycol; 16-Amino-5,8,11,14-tetraoxa-2-azahexadecanoic Acid 1,1-Dimethylethyl Ester; tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate; N1-Boc-3,6,9,12-tetraoxatetradecane-1,14-diamine; BocNH-PEG4-NH2; 5,8,11,14-Tetraoxa-2-azahexadecanoic acid, 16-amino-, 1,1-dimethylethyl ester
Boiling Point
443.9±40.0 °C at 760 mmHg
Density
1.059±0.06 g/cm3 (Predicted)
InChI Key
WCNWLERBLMBSOT-UHFFFAOYSA-N
InChI
InChI=1S/C15H32N2O6/c1-15(2,3)23-14(18)17-5-7-20-9-11-22-13-12-21-10-8-19-6-4-16/h4-13,16H2,1-3H3,(H,17,18)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCN
Biological Activity
Boc-NH-PEG4-CH2CH2NH2 a cleavable 5 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker

t-Boc-N-amido-PEG4-amine, provides a polyethylene glycol–based spacer equipped with an amine handle and a protected amide-forming functionality. Its flexible, hydrophilic architecture supports productive ternary complex formation by reducing steric constraints between the targeting ligand and the E3 ligase recruiter. The Boc-protected group offers controlled reactivity during linker assembly, enabling stepwise synthesis of PROTACs; detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG chain that confers conformational flexibility and hydrophilicity, coupled to an amide-containing segment and a Boc-protected amine. It features stable C–N and C–O linkages, with an acid-labile Boc carbamate that can be selectively removed under mild deprotection conditions.

Reactivity: For PROTAC construction, the Boc group is typically removed to unmask the primary amine, followed by coupling to electrophilic partners such as activated carboxylic acids, activated esters, or isocyanates. Common approaches use amide-bond forming chemistries under base-mediated conditions, with coupling reagents selected to minimize side reactions. Solvent choice and pH control are important to preserve PEG integrity and achieve high-yield conjugation.

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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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