Name: Fmoc-N-amido-PEG6-propionic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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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

IUPAC Name

3-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

Canonical SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O

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)

InChIKey

HEGZERUHBVYZPH-UHFFFAOYSA-N

Density

1.202±0.06 g/cm3 at 20°C, 760 Torr

Solubility

Soluble in DMSO (Slightly), Methanol (Slightly)

PSA

131.01000

Appearance

Colorless to light yellow clear liquid

Shipping

Room temperature

Storage

Store at 2-8°C

Pictograms

Irritant

Signal Word

Warning

Boiling Point

734.8±60.0 °C at 760 mmHg

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.

Fmoc-N-amido-PEG6-propionic acid is a bifunctional linker widely used in peptide and protein chemistry. Here are some key applications of Fmoc-N-amido-PEG6-propionic acid:

Peptide Synthesis: Fmoc-N-amido-PEG6-propionic acid is used as a spacer in solid-phase peptide synthesis (SPPS) to introduce flexibility between peptide chains. The PEG6 moiety provides hydrophilicity and helps in solubilizing peptide sequences. This can improve the overall yield and purity of synthesized peptides, especially those prone to aggregation.

Drug Delivery Systems: This compound is employed in the design of advanced drug delivery systems, where the PEG6 linker helps in modulating the pharmacokinetics of the drug. By attaching to therapeutic molecules, the PEG6 spacer can enhance solubility, reduce immunogenicity, and increase the circulation time in the bloodstream. This can lead to more effective and sustained drug release profiles.

Bioconjugation: Fmoc-N-amido-PEG6-propionic acid is instrumental in bioconjugation techniques used to link peptides or proteins to other biomolecules or surfaces. The PEG6 linker acts as a flexible bridge that can reduce steric hindrance and maintain the biological activity of conjugated molecules. This is especially useful in the development of biosensors, imaging agents, and therapeutic conjugates.

Protein Engineering: In protein engineering, this linker is used to modify and stabilize proteins by attaching functional groups or polymers. The PEG6 spacer can enhance protein solubility and stability under various conditions, thus extending their shelf-life and functionality. This application is crucial for producing high-quality proteins for research, diagnostics, and therapeutic purposes.

Catalog	Product Name	CAS
BADC-01135	Fmoc-N-amido-PEG4-propionic acid	557756-85-1
BADC-01153	Fmoc-N-amido-PEG8-propionic acid	756526-02-0
BADC-01171	Fmoc-N-amido-PEG3-propionic acid	867062-95-1
BADC-01179	Fmoc-N-amido-PEG2-propionic acid	872679-70-4