N3-PEG3-Propanehydrazide

 Cat No.: BP-502122 4.5  

N3-PEG3-Propanehydrazide is a polyethylene glycol–based PROTAC linker featuring an azide functional handle for modular conjugation and a terminal propanehydrazide moiety that can serve as a reactive site for hydrazide–based coupling strategies. Structurally, it provides a short, flexible PEG3 spacer that helps spatially separate the two binding elements in a targeted degradation construct, reducing steric clashes and often improving the productive geometry required for formation of a ternary complex. In PROTAC design, the azide enables attachment to complementary partners via azide-reactive chemistries (e.g., copper-catalyzed or strain-promoted azide–alkyne ligation depending on the counterpart), while the hydrazide functionality can be used to introduce or connect additional functional groups used for assembling degraders. This linker is valuable for researchers optimizing linker length, flexibility, and attachment chemistry in small-molecule degraders, facilitating systematic structure–activity studies and aiding rapid generation of analog libraries.

N3-PEG3-Propanehydrazide

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PROTAC Linker
Molecular Formula
C₉H₁₉N₅O₄
Molecular Weight
261.28

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

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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
3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanehydrazide
InChI Key
GIZMQQLIIKORMJ-UHFFFAOYSA-N
InChI
InChI=1S/C9H19N5O4/c10-13-9(15)1-3-16-5-7-18-8-6-17-4-2-12-14-11/h1-8,10H2,(H,13,15)
SMILES
C(COCCOCCOCCN=[N+]=[N-])C(=O)NN

N3-PEG3-Propanehydrazide is a PEG-based PROTAC linker designed to provide a flexible, hydrophilic spacer between a target-binding ligand and an E3 ligase-recruiting moiety. Its hydrazide functionality supports reliable conjugation strategies that are commonly used to assemble degraders while maintaining favorable solubility and reduced steric constraints. The linker’s structural features and functional group compatibility make it suitable for systematic PROTAC optimization; detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a short polyethylene glycol segment connected to a propane hydrazide, featuring ether linkages within the PEG chain and an amide (hydrazide) core. This combination yields a flexible, polar scaffold with hydrogen-bonding capacity, supporting aqueous compatibility and conformational adaptability typical of PEG linkers used in targeted protein degradation constructs.

Reactivity: The hydrazide group enables conjugation via amide-forming or hydrazide-reactive coupling routes used in PROTAC synthesis, typically under standard peptide/amide coupling conditions. Suitable approaches include activating carboxylic acids or using electrophilic derivatives so the hydrazide can form the desired linkage through nucleophilic acyl substitution. Commonly, coupling reagents and base in polar organic solvents are employed, with reaction monitoring by standard chromatographic or spectroscopic methods to confirm completion and minimize side reactions.

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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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