Fmoc-N-amido-PEG3-azide

 CAS No.: 1172605-58-1  Cat No.: BP-500699 4.5  

Fmoc-N-amido-PEG3-azide is a PEG-based, azide-functional linker designed for modular construction of PROTACs and other targeted protein degradation conjugates. Structurally, it combines an Fmoc-protected amide at one terminus with a three–ethylene glycol unit spacer and a terminal azide handle, providing both chemical stability during synthesis and a reactive group for post-assembly conjugation. The PEG3 segment imparts hydrophilicity and conformational flexibility, which can help reduce steric interference between the warhead-binding ligand and the E3 ligase recruiter, thereby improving productive ternary complex formation. In PROTAC workflows, the azide enables efficient bioorthogonal or click-type coupling to complementary alkyne-bearing components, allowing researchers to vary linker length and attachment geometry without redesigning the core ligands. This makes Fmoc-N-amido-PEG3-azide a practical building block for systematic structure–activity relationship studies and optimization of degradation potency and selectivity in targeted degradation research.

Fmoc-N-amido-PEG3-azide

Structure of 1172605-58-1

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PROTAC Linker
Molecular Formula
C₂₃H₂₈N₄O₅
Molecular Weight
440.49

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

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IUPACName
9H-fluoren-9-ylmethyl N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]carbamate
InChI Key
DPFYHVJTBNQVPA-UHFFFAOYSA-N
InChI
InChI=1S/C23H28N4O5/c24-27-26-10-12-30-14-16-31-15-13-29-11-9-25-23(28)32-17-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-8,22H,9-17H2,(H,25,28)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCN=[N+]=[N-]

Fmoc-N-amido-PEG3-azide is a PEG-based, azide-functional linker designed for modular PROTAC assembly, enabling efficient conjugation of targeting ligands and E3-recruiting moieties through bioorthogonal azide chemistry. Its PEG spacer supports favorable solubility and conformational flexibility, while the Fmoc-protected amide provides a convenient handle for controlled coupling strategies. The azide functionality supports widely used click-type reactions, and the subsequent points below describe the linker’s structure and reactivity in detail.

Structure: The molecule contains an Fmoc-protected amide attached to a short poly(ethylene glycol) chain terminating in an azide group. It features an aromatic carbamate (Fmoc), amide linkage, ether-rich PEG segments, and a terminal azide suitable for selective coupling.

Reactivity: The azide group is compatible with copper(I)-catalyzed azide–alkyne cycloaddition or related azide-based bioorthogonal conjugations, typically requiring an appropriate alkyne partner. PROTAC linker construction commonly proceeds under mild conditions using standard click reagents, with solvents such as polar aprotic media or aqueous mixtures depending on ligand solubility. The Fmoc group is generally removed under base conditions when deprotection is needed to enable subsequent amide bond formation.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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