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Fmoc-NH-PEG3-alcohol

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Category Fmoc-NH-PEGn-alcohol
Catalog NO. BPG-2316
Product Name Fmoc-NH-PEG3-alcohol
CAS 560088-66-6
Molecular Formula C21H25NO5
Molecular Weight 371.43
Fmoc-NH-PEG3-alcohol
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Product Information

Description Fmoc-NH-PEG3-alcohol is a PEG linker containing a Fmoc-protected amine and a terminal hydroxyl group. The Fmoc group can be deprotected under the basic condition to obtain the free amine which can be used for further conjugations. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The hydrophilic PEG spacer increases solubility in aqueous media.
Synonyms [2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester; (9H-Fluoren-9-yl)methyl (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)carbamate; N-(9-fluorenylmethoxycarbonyl)-8-amino-3,6-dioxaoctan-1-ol; Carbamic acid, [2-[2-(2-hydroxyethoxy)ethoxy]ethyl]-, 9H-fluoren-9-ylmethyl ester; Fmoc-N-amido-PEG3-alcohol
IUPAC Name 9H-fluoren-9-ylmethyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]carbamate
Canonical SMILES C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCO
InChI InChI=1S/C21H25NO5/c23-10-12-26-14-13-25-11-9-22-21(24)27-15-20-18-7-3-1-5-16(18)17-6-2-4-8-19(17)20/h1-8,20,23H,9-15H2,(H,22,24)
InChIKey OKWGKDNHZKUFBX-UHFFFAOYSA-N
Boiling Point 581.5±40.0°C at 760 mmHg
Melting Point 36-40°C
Purity ≥95%
Density 1.2±0.1 g/cm3
Appearance Solid
Storage Store at 2-8°C
Pictogram(s) Irritant
Signal Warning
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Fmoc-NH-PEG3-alcohol, a versatile compound used in biochemical and biotechnological realms, finds applications across various domains. Here are four key applications of Fmoc-NH-PEG3-alcohol presented with high perplexity and burstiness:

Peptide Synthesis: Integral to solid-phase peptide synthesis (SPPS), Fmoc-NH-PEG3-alcohol assumes the role of a foundational component. The Fmoc (fluorenylmethyloxycarbonyl) group plays a pivotal role in shielding the amino group during the incremental integration of amino acids. This safeguard ensures the precise assembly of peptides with desired sequences and functionalities, underpinning peptide synthesis methodologies with intricate precision and control.

Drug Delivery: Embarking on the realm of drug delivery systems, Fmoc-NH-PEG3-alcohol emerges as a key player in the synthesis of PEGylated drugs. The incorporation of Fmoc-NH-PEG3-alcohol enhances the solubility, stability, and bioavailability of therapeutic agents, culminating in optimized drug delivery mechanisms. This strategic modification not only mitigates immunogenicity but also extends the half-life of drugs in circulation, offering novel avenues for targeted drug administration.

Surface Functionalization: Serving as a crucial agent in the modification of nanoparticle surfaces, biomaterials, and sensors, Fmoc-NH-PEG3-alcohol imparts its functional prowess. The PEG3 linker, with its hydrophilic attributes, acts as a spacer that minimizes nonspecific interactions, thereby elevating biocompatibility standards. This application is vital for advancing the development of biosensors, diagnostic tools, and implant technologies, fostering innovation in surface functionalization practices.

Proteomics Research: In the expansive field of proteomics, Fmoc-NH-PEG3-alcohol emerges as a valuable reagent for protein labeling initiatives. This compound facilitates the tagging of proteins with functional groups or markers, streamlining protein separation, identification, and analysis processes. By leveraging Fmoc-NH-PEG3-alcohol, researchers can delve into intricate protein-protein interactions, post-translational modifications, and protein functions within cellular milieus, unraveling the molecular intricacies of proteomics landscapes with heightened precision and depth.

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PEGylation of Peptides and Proteins

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