Fmoc-N-amido-PEG12-acetic acid

Name: Fmoc-N-amido-PEG12-acetic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Fmoc-NH-PEGn-CH2COOH
Catalog NO.	BPG-2550
Product Name	Fmoc-N-amido-PEG12-acetic acid
CAS	2291257-76-4
Molecular Formula	C41H63NO16
Molecular Weight	825.94

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Description	Fmoc-NH-PEG12-CH2COOH is a polyethylene glycol (PEG)-based PROTAC linker. Fmoc-NH-PEG12-CH2COOH can be used in the synthesis of a series of PROTACs.
Synonyms	Fmoc-NH-PEG12-CH2COOH; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22,25,28,31,34,37,40-tridecaoxa-4-azadotetracontan-42-oic acid; 2,7,10,13,16,19,22,25,28,31,34,37,40-Tridecaoxa-4-azadotetracontan-42-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-; Fmoc-N-Amido-PEG12-CH2COOH
IUPAC Name	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]acetic acid
SMILES	C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)O
InChI	InChI=1S/C41H63NO16/c43-40(44)34-57-32-31-56-30-29-55-28-27-54-26-25-53-24-23-52-22-21-51-20-19-50-18-17-49-16-15-48-14-13-47-12-11-46-10-9-42-41(45)58-33-39-37-7-3-1-5-35(37)36-6-2-4-8-38(36)39/h1-8,39H,9-34H2,(H,42,45)(H,43,44)
InChIKey	YZIUMHBWFVGVKQ-UHFFFAOYSA-N
Boiling Point	863.2±65.0°C at 760 mmHg
Purity	≥95%
Density	1.2±0.1 g/cm3
Related CAS	675606-79-8 (polymer)
Appearance	Pale Yellow or Colorless Oily Matter
Storage	Store at 2-8°C

Fmoc-N-amido-PEG12-acetic acid, a versatile compound, plays a critical role in the realm of solid-phase peptide synthesis (SPPS). This application capitalizes on its unique properties as a protecting group for the N-terminus of amino acids, facilitating the sequential addition of amino acid residues. Fmoc-N-amido-PEG12-acetic acid is particularly advantageous due to its stability under strongly acidic conditions, allowing for the cleavage of the peptide without degrading the Fmoc group. Additionally, the PEG12 spacer provides sufficient spacing and solubility, which minimizes the steric hindrances and aggregation often encountered during peptide chain elongation. This promotes higher yields and purities of synthetic peptides, proving essential in the development of peptide-based pharmaceuticals and bioconjugates.

Another significant application of Fmoc-N-amido-PEG12-acetic acid is in the creation of PEGylated biomolecules. PEGylation enhances the solubility, stability, and bioavailability of therapeutic molecules, including proteins, peptides, and small molecule drugs. The PEG12 linker offers an optimal balance between hydrophilicity and stealth properties, reducing the immunogenicity and proteolytic degradation of the conjugated biomolecule. By attaching the Fmoc-N-amido-PEG12-acetic acid to therapeutic agents, researchers can improve the pharmacokinetics and pharmacodynamics profiles, leading to enhanced therapeutic efficacy and reduced dosing frequency. This application is particularly prominent in the development of long-acting biologics and regenerative medicine technologies.

In the field of diagnostic imaging and drug delivery systems, Fmoc-N-amido-PEG12-acetic acid is used to functionalize nanoparticles and other delivery vehicles. The Fmoc group provides a reactive site for conjugation, while the PEG12 spacer imparts steric stabilization to the nanoparticle surface, preventing non-specific interactions with plasma proteins and cells. This results in prolonged circulation times and enhanced targeting capabilities. For instance, PEGylated nanoparticles can be engineered to deliver imaging agents or anticancer drugs specifically to tumor sites, thereby increasing the imaging contrast or therapeutic index while minimizing systemic side effects. The versatility of Fmoc-N-amido-PEG12-acetic acid in nanoparticle functionalization underscores its importance in the advancement of precision medicine.

Fmoc-N-amido-PEG12-acetic acid is also valuable in the development of tissue engineering scaffolds and biomaterials. The PEG component enhances the hydrophilicity and biocompatibility of the scaffolds, promoting cell adhesion, proliferation, and differentiation. Meanwhile, the Fmoc group can be utilized to introduce bioactive molecules that signal specific cellular responses, facilitating tissue regeneration and repair. This compound can be tailored to create multifunctional surfaces that support the growth of various cell types, making it ideal for applications in wound healing, cartilage repair, and the synthesis of artificial organs. By integrating Fmoc-N-amido-PEG12-acetic acid into biomaterials, researchers can create more effective and sophisticated tools for regenerative medicine and tissue engineering.

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