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Boc-NH-PEG2-C3-acid

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Category Boc-NH-PEGn-C3-acid
Catalog NO. BPG-1285
Product Name Boc-NH-PEG2-C3-acid
CAS 1263044-22-9
Molecular Formula C13H25NO6
Molecular Weight 291.34
Boc-NH-PEG2-C3-acid
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Description Boc-NH-PEG2-C3-acid is a PEG linker containing a terminal carboxylic acid and a Boc-protected amino group. The terminal carboxylic acid can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC) to form a stable amide bond. The Boc group can be deprotected under mildly acidic conditions to form the free amine. The hydrophilic PEG spacer increases solubility in aqueous media.
Synonyms t-Boc-N-amido-PEG2-(CH2)3CO2H; Boc-N-amido-PEG2-C3-acid; Boc-NH-PEG2-CH2CH2CH2COOH; Boc-N-amido-PEG2-(CH2)3CO2H; 5,8,13-Trioxa-11-azapentadecanoic acid, 14,14-dimethyl-12-oxo-; 2,2-Dimethyl-4-oxo-3,8,11-trioxa-5-azapentadecan-15-oic acid; 3,8,11-Trioxa-5-azapentadecan-15-oic acid, 2,2-dimethyl-4-oxo-
IUPAC Name 4-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]butanoic acid
Canonical SMILES CC(C)(C)OC(=O)NCCOCCOCCCC(=O)O
InChI InChI=1S/C13H25NO6/c1-13(2,3)20-12(17)14-6-8-19-10-9-18-7-4-5-11(15)16/h4-10H2,1-3H3,(H,14,17)(H,15,16)
InChIKey CSEPDTHHAKOGOV-UHFFFAOYSA-N
Boiling Point 448.0±35.0°C at 760 mmHg
Purity ≥95%
Density 1.1±0.1 g/cm3
Storage Store at 2-8°C

Boc-NH-PEG2-C3-acid is a bifunctional polyethylene glycol (PEG) derivative commonly used as a linker in chemical and biological applications. Here are some key applications of Boc-NH-PEG2-C3-acid:

Drug Delivery: This compound is frequently used to modify drug molecules or therapeutic proteins, enhancing their solubility and stability. By attaching Boc-NH-PEG2-C3-acid to these entities, it is possible to improve their pharmacokinetic profiles, ensuring more controlled and targeted delivery. This ultimately increases the efficacy and reduces the side effects of various therapeutic agents.

Bioconjugation: Boc-NH-PEG2-C3-acid is widely used in bioconjugation strategies to link biomolecules such as antibodies, enzymes, and peptides. The presence of both amine and acid groups enables it to form stable bonds with different functional groups on biomolecules. This makes it a versatile tool for creating conjugates used in diagnostics, imaging, and therapeutic applications.

Surface Modification: The compound is used to functionalize surfaces and create PEGylated coatings that reduce non-specific binding and improve biocompatibility. For instance, medical devices and biosensors can be coated with Boc-NH-PEG2-C3-acid to minimize protein adsorption and cell adhesion. This helps in enhancing the performance and longevity of these devices in biological environments.

Peptide Synthesis: In peptide chemistry, Boc-NH-PEG2-C3-acid can be used as a spacer or linker during the synthesis of complex peptide structures. Its PEG moiety imparts flexibility and solubility to the peptides, facilitating better interaction and biological activity. This makes it a valuable reagent in the development of peptide-based drugs and biomaterials.

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