Fmoc-N-amido-PEG6-propionic acid

 CAS No.: 882847-34-9  Cat No.: BP-500074  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG6-propionic acid is a PEG-based, amide-linked linker building block bearing an N-terminal Fmoc protecting group and a terminal propionic acid functionality for subsequent conjugation. Structurally, it combines a poly(ethylene glycol) spacer of six ethylene glycol units with an amide linkage, providing a flexible, hydrophilic chain that can reduce steric constraints between a PROTAC’s binding moieties and improve solubility in aqueous buffers. In PROTAC design, such PEG linkers are commonly used to spatially tune the relative positioning of the target-binding ligand and the E3-recruiting element, thereby facilitating productive formation of the ternary complex and supporting efficient ubiquitination-driven degradation. The Fmoc group enables stepwise solid-phase or protected intermediate synthesis, while the carboxylic acid allows coupling to amine- or hydrazide-containing partners using standard peptide/amide coupling chemistries. This product is valuable for constructing modular, experimentally tractable PROTACs and related targeted degradation probes with optimized linker length and physicochemical properties.

Fmoc-N-amido-PEG6-propionic acid

Structure of 882847-34-9

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Category
PROTAC Linker
Molecular Formula
C30H41NO10
Molecular Weight
575.65
Related CAS
850312-72-0 (polymer)
Appearance
Colorless to light yellow clear liquid

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

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Purity
≥95%
Solubility
Soluble in DMSO (Slightly), Methanol (Slightly)
Appearance
Colorless to light yellow clear liquid
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
3-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-N-amido-PEG6-acid; Fmoc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid; 5,8,11,14,17,20-Hexaoxa-2-azatricosanedioic acid, 1-(9H-fluoren-9-ylmethyl) ester; Fmoc-NH-PEG6-CH2CH2COOH; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22-heptaoxa-4-azapentacosan-25-oic acid; (Fmoc-amino)-PEG6-carboxylic Acid; 21-(Fmoc-amino)-4,7,10,13,16,19-hexaoxahenicosanoic Acid; 21-[(9H-Fluoren-9-ylmethoxy)carbonylamino]-4,7,10,13,16,19-hexaoxahenicosanoic Acid
Boiling Point
734.8±60.0 °C at 760 mmHg
Density
1.202±0.06 g/cm3 at 20°C, 760 Torr
InChI Key
HEGZERUHBVYZPH-UHFFFAOYSA-N
InChI
InChI=1S/C30H41NO10/c32-29(33)9-11-35-13-15-37-17-19-39-21-22-40-20-18-38-16-14-36-12-10-31-30(34)41-23-28-26-7-3-1-5-24(26)25-6-2-4-8-27(25)28/h1-8,28H,9-23H2,(H,31,34)(H,32,33)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O
Biological Activity
Fmoc-NH-PEG6-CH2CH2COOH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

This Fmoc-N-amido-PEG6-propionic acid linker is designed to provide a flexible, hydrophilic polyethylene glycol spacer for constructing PROTACs and related targeted degradation conjugates. Its Fmoc-protected amide functionality enables controlled coupling chemistry, while the PEG segment supports solubility and favorable linker presentation between the ligand-binding moieties. The following sections describe its structure and practical reactivity considerations in PROTAC assembly.

Structure: The linker contains an Fmoc-protected amide linked to a PEG-based spacer and a terminal propionic acid functionality. It features aromatic carbamate character from Fmoc, amide and ether linkages within the PEG chain, and a carboxylic acid for conjugation. Overall, it is a polar, water-compatible scaffold.

Reactivity: The terminal carboxylic acid can be activated for amide-bond formation using standard coupling chemistries commonly employed in PROTAC synthesis. Typical approaches include carbodiimide-mediated activation with an amine-containing partner, often in polar aprotic solvents and under mild base conditions to promote nucleophilic acyl substitution. The Fmoc group is generally removed under base-promoted conditions when deprotection is required prior to coupling, enabling stepwise linker assembly.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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