N-(Azido-PEG3)-N-bis(PEG1-t-butyl ester)

 CAS No.: 2086689-00-9  Cat No.: BP-501274  Purity: 98% 4.5  

N-(Azido-PEG3)-N-bis(PEG1-t-butyl ester) is a heterobifunctional PEG-based linker featuring an azide handle for bioorthogonal conjugation and two short PEG arms terminating in tert-butyl ester groups. Structurally, it provides a flexible, hydrophilic spacer (PEG3) that can project a PROTAC-relevant moiety away from steric constraints, while the terminal ester functionalities offer chemically addressable sites for further derivatization or controlled reactivity under appropriate conditions. In PROTAC design, the azide group enables copper-free click chemistry with complementary alkynes, allowing efficient attachment to targeting ligands or E3 ligase recruiters without disrupting sensitive functional groups. The PEG architecture improves aqueous solubility and can modulate effective linker length, thereby influencing ternary complex formation and degradation potency. This linker is valuable for constructing modular, well-defined PROTACs and for screening linker-dependent structure–activity relationships in targeted protein degradation research.

N-(Azido-PEG3)-N-bis(PEG1-t-butyl ester)

Structure of 2086689-00-9

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Category
PROTAC Linker
Molecular Formula
C₂₆H₄₈N₄O₁₀
Molecular Weight
576.68

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

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Purity
98%
Solubility
DMSO, DCM. DMF
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-[3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanoylamino]-3-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]propoxy]propanoate
Synonyms
2-(Azido-PEG3-amido)-1,3-bis(t-butyl ester)
InChI Key
MFAWTCNLWLJEKI-UHFFFAOYSA-N
InChI
InChI=1S/C26H48N4O10/c1-25(2,3)39-23(32)8-12-37-19-21(20-38-13-9-24(33)40-26(4,5)6)29-22(31)7-11-34-15-17-36-18-16-35-14-10-28-30-27/h21H,7-20H2,1-6H3,(H,29,31)
SMILES
CC(C)(C)OC(=O)CCOCC(COCCC(=O)OC(C)(C)C)NC(=O)CCOCCOCCOCCN=[N+]=[N-]

This PROTAC linker, N-(Azido-PEG3)-N-bis(PEG1-t-butyl ester), is designed to provide a PEG-based, flexible connection between targeting ligands and to incorporate a terminal azide handle for bioorthogonal conjugation. Its ether-rich, hydrophilic scaffold supports solubility and conformational adaptability, while the protected ester functionality enables controlled downstream functionalization. The azide functionality makes it particularly useful in PROTAC assembly workflows, where the linker is described in detail below for structure and reactivity considerations.

Structure: The linker contains an azide-bearing PEG segment and additional PEG units bearing tert-butyl ester protecting groups. Its structure features ether linkages, an azide functional group, and ester carbonyls, yielding a polar, flexible, and water-compatible scaffold suitable for linker-mediated conjugation.

Reactivity: The terminal azide enables azide–alkyne cycloaddition or related click-type conjugation strategies under mild conditions, typically using copper(I) catalysts or strain-promoted partners, depending on the PROTAC design. The tert-butyl ester groups are commonly stable under neutral conditions but can be selectively deprotected using acid to reveal carboxylic acids for subsequent amide coupling. Solvent systems are selected to maintain PEG solubility and preserve sensitive functional groups.

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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
g

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