Azido-PEG4-hydrazide-Boc

 CAS No.: 1919045-01-4  Cat No.: BP-501364  Purity: ≥95% 4.5  

Azido-PEG4-hydrazide-Boc is a heterobifunctional polyethylene glycol linker featuring an azide handle for bioorthogonal conjugation and a hydrazide functionality for acyl-hydrazone or hydrazide-based coupling, with a Boc-protected group that can be used to control reactivity during PROTAC synthesis. The PEG4 segment provides a short, flexible, water-compatible spacer that helps minimize steric interference between the target-binding ligand and the E3 ligase-recruiting moiety, improving productive ternary complex formation. In PROTAC design, the azide enables efficient attachment via azide–alkyne cycloaddition or related click chemistries to one partner, while the hydrazide/Boc-controlled functionality supports orthogonal linkage strategies to the other partner, including conditional deprotection and subsequent conjugation steps. This linker is valuable for constructing modular PROTACs and related targeted protein degraders where controlled, reproducible assembly and tunable spacing are required for optimizing degradation potency and selectivity.

Azido-PEG4-hydrazide-Boc

Structure of 1919045-01-4

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Category
PROTAC Linker
Molecular Formula
C16H31N5O7
Molecular Weight
405.45
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoylamino]carbamate
Synonyms
Azido-PEG4-t-Boc-hydrazide;Azido-PEG4-t-Boc-Hydrazide; tert-butyl 18-azido-4-oxo-7,10,13,16-tetraoxa-2,3-diazaoctadecanoate; Hydrazinecarboxylic acid, 2-(15-azido-1-oxo-4,7,10,13-tetraoxapentadec-1-yl)-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 18-azido-4-oxo-7,10,13,16-tetraoxa-2,3-diazaoctadecan-1-oate; 7,10,13,16-Tetraoxa-2,3-diazaoctadecan-1-oic acid, 18-azido-4-oxo-, 1,1-dimethylethyl ester
InChI Key
KJOOCVUXCXHMMG-UHFFFAOYSA-N
InChI
InChI=1S/C16H31N5O7/c1-16(2,3)28-15(23)20-19-14(22)4-6-24-8-10-26-12-13-27-11-9-25-7-5-18-21-17/h4-13H2,1-3H3,(H,19,22)(H,20,23)
SMILES
CC(C)(C)OC(=O)NNC(=O)CCOCCOCCOCCOCCN=[N+]=[N-]

Azido-PEG4-hydrazide-Boc is a bifunctional PROTAC linker designed to support modular assembly of targeted protein degraders. Its azide handle enables efficient bioorthogonal conjugation, while the hydrazide and Boc-protected functionality provide controlled reactivity for coupling to warheads and E3-ligase ligands. The PEG-based spacer improves solubility and conformational flexibility, which can help maintain productive ternary-complex formation. The structure and reactivity considerations for constructing PROTACs using this linker are described in detail below.

Structure: The molecule contains a PEG-based flexible spacer connecting an azide group to a hydrazide functionality, with a Boc-protected moiety. It features carbonyl-containing amide bonds, an azide substituent for click-type chemistry, and carbamate character associated with Boc protection, supporting aqueous compatibility and controlled coupling.

Reactivity: The azide group is suitable for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling robust linker-to-ligand attachment under mild, bioorthogonal conditions. The hydrazide can participate in acyl transfer or condensation-type coupling strategies, while Boc protection allows selective deprotection to reveal nucleophilic sites when needed. Typical workflows use inert atmospheres, polar aprotic or buffered solvents, and standard protecting-group manipulation protocols to sequence reactions without cross-reactivity.

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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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