Fmoc-N-amido-PEG20-propionic acid

 CAS No.: 1952360-93-8  Cat No.: BP-500373  Purity: >97% 4.5  

Fmoc-N-amido-PEG20-propionic acid is a long PEG linker with an Fmoc-protected amine and a free acid. Structurally, it contains an extended PEG20 chain connecting an Fmoc-protected primary amine to a terminal propionic acid. The carboxylic acid can be activated for amide coupling, while base-mediated Fmoc removal exposes the primary amine for a subsequent acylation, urea formation, carbamate formation, or other amine-selective reaction. In PROTAC and related targeted protein degradation research, the differentiated end groups and long hydrophilic spacer support sequential construction of highly extended degrader architectures. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

Fmoc-N-amido-PEG20-propionic acid

Structure of 1952360-93-8

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Category
PROTAC Linker
Molecular Formula
C₅₈H₉₇NO₂₄
Molecular Weight
1192.38
Appearance
White Solid

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

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Purity
>97%
Appearance
White Solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-NH-PEG20-CH2CH2COOH
Density
1.2±0.1 g/cm3
InChI Key
YIKBHNBKAGGRHQ-UHFFFAOYSA-N
InChI
InChI=1S/C58H97NO24/c60-57(61)9-11-63-13-15-65-17-19-67-21-23-69-25-27-71-29-31-73-33-35-75-37-39-77-41-43-79-45-47-81-49-50-82-48-46-80-44-42-78-40-38-76-36-34-74-32-30-72-28-26-70-24-22-68-20-18-66-16-14-64-12-10-59-58(62)83-51-56-54-7-3-1-5-52(54)53-6-2-4-8-55(53)56/h1-8,56H,9-51H2,(H,59,62)(H,60,61)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG20-propionic acid is a PEG-based linker building block designed for constructing PROTACs and other targeted degradation conjugates that require improved solubility and controlled spatial separation between binding motifs. Its amphiphilic, polymer-like character can help reduce aggregation and support efficient presentation of functional groups for subsequent coupling. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC assembly in detail.

Structure: The molecule combines an Fmoc-protected amide functionality with a long, flexible polyethylene glycol segment and a terminal carboxylic acid. It contains aromatic carbamate (Fmoc), amide and ester-like linkages typical of PEG conjugates, and multiple ether linkages that confer conformational flexibility and hydrophilicity.

Reactivity: The terminal carboxylic acid enables standard PROTAC linker conjugation via amide-forming coupling to amine-bearing ligands or handles. Typical approaches use carbodiimide coupling reagents with an activating additive under mildly basic conditions, often in polar aprotic or mixed aqueous/organic solvents. The Fmoc group is compatible with orthogonal protection strategies and can be removed under base-promoted conditions when deprotection is required for further coupling steps.

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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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