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Mal-PEG4-PFP

  CAS No.: 1415800-42-8   Cat No.: BADC-00449   Purity: ≥98% 4.5  

Mal-PEG4-PFP ester is a PEG linker containing maleimide and PFP moieties. Maleimide is thiol-reactive and reacts between pH 6.5 and 7.5 to form thiol ester bonds. PFP moiety is amine-reactive and is less susceptible to undergoing hydrolysis. The hydrophilic PEG linker increases the water solubility of a compound in aqueous media.

Mal-PEG4-PFP

Structure of 1415800-42-8

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ADC Linker
Molecular Formula
C21H22F5NO8
Molecular Weight
511.39
Shipping
Room temperature
Shipping
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)

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

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Synonyms
Mal-PEG4-PFP ester; Perfluorophenyl 1-(2,5-dioxo-2H-pyrrol-1(5H)-yl)-3,6,9,12-tetraoxapentadecan-15-oate; 4,7,10,13-Tetraoxapentadecanoic acid, 15-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-, 2,3,4,5,6-pentafluorophenyl ester; 3,6,9,12-Tetraoxapentadecan-15-oic acid, 1-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-, 2,3,4,5,6-pentafluorophenyl ester; Pentafluorophenyl 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12-tetraoxapentadecan-15-oate
IUPAC Name
(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1=CC(=O)N(C1=O)CCOCCOCCOCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F
InChI
InChI=1S/C18H16F5NO7/c19-13-14(20)16(22)18(17(23)15(13)21)31-12(27)9-30-8-7-29-6-5-28-4-3-24-10(25)1-2-11(24)26/h1-2H,3-9H2
InChIKey
UQAJSBNYTGKILY-UHFFFAOYSA-N
Density
1.4±0.1 g/cm3
Solubility
Soluble in DMSO
Appearance
Soild powder
Shipping
Room temperature
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Boiling Point
564.8±50.0°C at 760 mmHg

Mal-PEG4-PFP is a versatile bioconjugation reagent that combines a maleimide (Mal) group, a polyethylene glycol (PEG4) spacer, and a pentafluorophenyl (PFP) ester. The maleimide group facilitates the selective conjugation to thiol-containing molecules, such as peptides, proteins, or antibodies, while the PEG4 spacer provides solubility, stability, and improved pharmacokinetics. The PFP ester group reacts with amines, enabling the attachment of a wide range of functional groups, including drugs, imaging agents, or other bioactive molecules. This compound is widely used in targeted drug delivery, protein labeling, and bioorthogonal chemistry applications.

One of the primary applications of Mal-PEG4-PFP is in the development of antibody-drug conjugates (ADCs) for cancer therapy. By linking cytotoxic drugs or therapeutic agents to antibodies through the maleimide group, this conjugate ensures selective targeting of tumor cells that express specific surface markers. The PEG4 spacer improves the pharmacokinetics of the conjugate, enhancing its solubility and circulation time, which is critical for effective tumor targeting. The PFP ester allows for further functionalization by attaching imaging agents or other therapeutic molecules using the reaction with amines. This targeted delivery enhances drug efficacy while minimizing systemic toxicity, providing a more effective treatment strategy for cancer patients.

Mal-PEG4-PFP is also widely used in protein and peptide labeling for research purposes. The PFP ester group reacts with primary amines on proteins, peptides, or other biomolecules, enabling the covalent attachment of various functional groups, such as fluorescent dyes, enzymes, or affinity tags. The PEG4 spacer ensures that the conjugated biomolecule remains soluble and stable, which is crucial for maintaining its bioactivity in solution. This application is particularly beneficial in proteomics, cell biology, and biomolecular interaction studies, where precise labeling and tracking of proteins or peptides are essential for understanding cellular mechanisms and protein functions.

Additionally, Mal-PEG4-PFP is utilized in the design of advanced drug delivery systems and bioorthogonal chemistry applications. The maleimide group enables the conjugation of drugs or targeting ligands to biomolecules, while the PFP ester group allows for the attachment of other agents through amine reaction. The PEG4 spacer improves the pharmacokinetics of the conjugate, ensuring better stability and controlled release of the therapeutic agent. The bioorthogonal reactivity of the PFP group also makes this compound ideal for use in click chemistry, where precise and selective conjugation reactions are critical for the development of multifunctional drug delivery systems or imaging agents. This versatility is particularly valuable in targeted therapy and diagnostic imaging.

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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