Azido-PEG16-Boc

 Cat No.: BP-501932 4.5  

Azido-PEG16-Boc is a heterobifunctional polyethylene glycol linker featuring a terminal azide group for bioorthogonal conjugation and a tert-butyl ester-protected carboxyl group that can be deprotected under acidic conditions to reveal a carboxylic acid for subsequent coupling. Structurally, it consists of an extended PEG chain that provides aqueous solubility, conformational flexibility, and distance control between the PROTAC “warhead” and the recruiting ligand. In PROTAC architectures, the azide moiety is commonly used for copper-free click chemistry (e.g., with strained alkynes) to install or exchange targeting components while preserving linker integrity, whereas the tert-butyl ester-protected carboxyl functionality supports orthogonal synthetic steps to generate reactive intermediates for final assembly. The PEG spacer helps reduce steric interference and can improve effective ternary complex formation by allowing independent presentation of each ligand. This linker is therefore valuable for constructing modular, experimentally tractable targeted protein degradation reagents and for optimizing linker length and attachment chemistry during PROTAC development.

Azido-PEG16-Boc

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Category
PROTAC Linker
Molecular Formula
C₃₉H₇₇N₃O₁₈
Molecular Weight
876.04

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

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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
XFMACWJWKFDASQ-UHFFFAOYSA-N
InChI
InChI=1S/C39H77N3O18/c1-39(2,3)60-38(43)4-6-44-8-10-46-12-14-48-16-18-50-20-22-52-24-26-54-28-30-56-32-34-58-36-37-59-35-33-57-31-29-55-27-25-53-23-21-51-19-17-49-15-13-47-11-9-45-7-5-41-42-40/h4-37H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azido-PEG16-Boc is a PEG-based PROTAC linker designed to provide a flexible, hydrophilic spacer between binding elements while retaining a protected functional handle for controlled conjugation. Its azide functionality enables efficient bioorthogonal coupling strategies, and the Boc-protecting group supports stepwise synthesis and purification workflows commonly used in targeted protein degradation programs. The following sections describe the linker’s structural features and practical reactivity considerations in PROTAC construction.

Structure: Azido-PEG16-Boc comprises a polyethylene glycol chain that imparts conformational flexibility and water compatibility, terminated with an azide group and a Boc-protected moiety. It contains ether linkages along the PEG backbone and a terminal azide suitable for click-type transformations, with a carbamate-related protection element.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition or related azide-based conjugation approaches under mild conditions, typically using a suitable alkyne partner and a compatible catalyst/ligand system. The Boc group supports protection during earlier coupling steps and can be removed using standard acid-labile deprotection conditions to reveal a reactive amine for subsequent amide or carbamate formation.

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L

* 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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