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Fmoc-N-amido-PEG6-propionic acid

  CAS No.: 882847-34-9   Cat No.: BADC-01185   Purity: ≥95% 4.5  

Fmoc-N-amido-PEG6-propionic acid provides a medium-length PEG linker with Fmoc protection, improving flexibility, solubility, and antibody conjugation efficiency. It is suitable for stable, targeted delivery in antibody-drug conjugate therapeutics.

Fmoc-N-amido-PEG6-propionic acid

Structure of 882847-34-9

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Category
ADC Linker
Molecular Formula
C30H41NO10
Molecular Weight
575.65
Shipping
Room temperature
Storage
Store at 2-8°C

* For research and manufacturing use only. We do not sell to patients.

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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.

What is Fmoc-N-amido-PEG6-propionic acid and its role in ADCs?

Fmoc-N-amido-PEG6-propionic acid is a polyethylene glycol-based linker used to connect cytotoxic drugs to antibodies in ADCs. Its PEG6 spacer improves solubility and stability while the Fmoc protecting group allows selective conjugation during solid-phase synthesis.

10/8/2018

Dear BOC Sciences, how does Fmoc-N-amido-PEG6-propionic acid enhance ADC stability?

The PEG6 moiety in Fmoc-N-amido-PEG6-propionic acid reduces aggregation and improves the hydrophilicity of ADCs, enhancing plasma stability and minimizing premature payload release, which is critical for controlled therapeutic delivery.

7/9/2021

Dear BOC Sciences, what conjugation strategies are compatible with Fmoc-N-amido-PEG6-propionic acid?

Fmoc-N-amido-PEG6-propionic acid supports amide bond formation using standard peptide coupling chemistries. Its Fmoc protection ensures selective deprotection and functionalization, making it compatible with various antibody conjugation protocols.

17/7/2018

Dear Sir, are there specific storage conditions for Fmoc-N-amido-PEG6-propionic acid?

Store Fmoc-N-amido-PEG6-propionic acid in a cool, dry environment under inert atmosphere. Protect from moisture and light to maintain its reactivity and ensure consistent performance in ADC synthesis.

13/8/2017

Good morning! How should Fmoc-N-amido-PEG6-propionic acid be handled to prevent degradation?

Fmoc-N-amido-PEG6-propionic acid should be handled under dry conditions and protected from light. Storage under low temperature with inert gas protection minimizes hydrolysis and maintains the functional Fmoc group for effective peptide or linker conjugation.

25/7/2022

— Dr. Michael Scott, Senior Chemist (USA)

Fmoc-N-amido-PEG6-propionic acid provided excellent coupling efficiency in our ADC linker synthesis.

17/7/2018

— Ms. Emily Fischer, Biochemist (Germany)

Batch-to-batch consistency was impressive, allowing reproducible multi-step synthesis.

25/7/2022

— Dr. Thomas White, ADC Scientist (UK)

The Fmoc group remained stable throughout all reaction conditions, ensuring product integrity.

13/8/2017

— Dr. Isabelle Laurent, Medicinal Chemist (France)

We achieved high yields and minimal side products with this reagent.

10/8/2018

— Dr. Helena Meyer, Research Scientist (Germany)

Using this product, our team developed new linker designs enhancing ADC solubility.

— Dr. Lukas Schmidt, Peptide Chemist (Germany)

Fmoc-N-amido-PEG6-propionic acid was instrumental in our peptide synthesis workflow. Excellent Fmoc integrity and batch consistency were observed.

7/9/2021

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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