Azido-PEG1-PFP ester

 CAS No.: 1807505-32-3  Cat No.: BP-501361  Purity: 98% 4.5  

Azido-PEG1-PFP ester is a short, heterobifunctional polyethylene glycol (PEG) linker bearing a terminal azide for bioorthogonal conjugation and a pentafluorophenyl (PFP) ester for efficient acyl transfer to primary amines on proteins or small-molecule ligands. Structurally, it combines a flexible PEG spacer that can reduce steric hindrance and improve coupling efficiency with a reactive PFP group that forms stable amide bonds under standard labeling conditions. In PROTAC design, this linker enables modular assembly: the PFP ester can be used to attach one PROTAC component (e.g., a ligand or warhead containing an amine), while the azide handle allows subsequent attachment to a complementary moiety via azide-reactive chemistry such as click-type conjugation. Its value lies in providing a practical, chemically orthogonal strategy to connect degradation-relevant ligands while maintaining defined spacing and preserving functional group compatibility for targeted protein degradation research.

Azido-PEG1-PFP ester

Structure of 1807505-32-3

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Category
PROTAC Linker
Molecular Formula
C₁₁H₈F₅N₃O₃
Molecular Weight
325.19

* 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
(2,3,4,5,6-pentafluorophenyl) 3-(2-azidoethoxy)propanoate
Synonyms
(2,3,4,5,6-pentafluorophenyl) 3-(2-azidoethoxy)propanoate
InChI Key
MXTGUBUPWMDFOW-UHFFFAOYSA-N
InChI
InChI=1S/C11H8F5N3O3/c12-6-7(13)9(15)11(10(16)8(6)14)22-5(20)1-3-21-4-2-18-19-17/h1-4H2
SMILES
C(COCCN=[N+]=[N-])C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F

Azido-PEG1-PFP ester is a bifunctional PEG-based linker designed for modular PROTAC synthesis, combining an azide handle for orthogonal conjugation with a highly reactive PFP ester for efficient coupling to primary amines. Its polyethylene glycol segment supports aqueous compatibility and can help tune linker flexibility and spacing between binding elements. The following sections describe its structure and the practical reaction logic used to assemble targeted protein degraders.

Structure: The linker contains a short polyethylene glycol chain bearing a terminal azide group and a pentafluorophenyl (PFP) ester functionality. It features an ester linkage and an azide-bearing substituent, with ether-rich PEG character that promotes solubility and conformational flexibility in polar media.

Reactivity: The PFP ester is suited for nucleophilic acyl substitution with primary amines to form stable amide bonds under mild, base-assisted conditions commonly used for PFP-activated esters. The azide group is typically preserved for subsequent bioorthogonal reactions such as copper-catalyzed or strain-promoted azide–alkyne cycloaddition, using appropriate catalysts and solvents compatible with PEG and amide formation.

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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
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