Name: Fmoc-N-amido-PEG3-propionic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid; Fmoc-N-amido-PEG3-acid; Fmoc-NH-PEG3-CH2CH2COOH; Fmoc-PEG3-propionic acid; 12-(Fmoc-amino)-4,7,10-trioxadodecanoic Acid; 5,8,11-Trioxa-2-azatetradecanedioic acid, 1-(9H-fluoren-9-ylmethyl) ester; N-Fmoc-12-amino-4,7,10-trioxadodecanoic acid; 12-[(9H-Fluorene-9-yl)methoxycarbonylamino]-4,7,10-trioxadodecanoic acid; N-Fmoc-12-amino-4,7,10-trioxadodecanoic acid

IUPAC Name

3-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]propanoic acid

Canonical SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCC(=O)O

InChI

InChI=1S/C24H29NO7/c26-23(27)9-11-29-13-15-31-16-14-30-12-10-25-24(28)32-17-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-8,22H,9-17H2,(H,25,28)(H,26,27)

InChIKey

CHIDDYZONKDHLG-UHFFFAOYSA-N

Density

1.230±0.06 g/cm3 (Predicted)

Solubility

Soluble in DMSO (Sparingly), Methanol (Slightly)

Melting Point

43-46°C

Flash Point

348.0±31.5 °C

Index Of Refraction

1.562

PSA

103.32000

Vapor Pressure

0.0±2.1 mmHg at 25°C

Appearance

Pale Yellow or Colorless Oily Matter

Shipping

-20°C (International: -20°C)

Storage

Store at 2-8°C under inert atmosphere

Boiling Point

651.9±55.0 °C at 760 mmHg

Form

Solid

Biological Activity

Fmoc-NH-PEG3-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-PEG3-propionic acid, a versatile compound essential in peptide synthesis and drug development, finds diverse applications across various fields.

Peptide Synthesis: Within the realm of peptide chemistry, Fmoc-N-amido-PEG3-propionic acid plays a pivotal role as a linker, facilitating the attachment of polyethylene glycol (PEG) to peptides, thereby enhancing their solubility and stability. This spacer unit effectively mitigates steric hindrance during consecutive amino acid coupling, making it a favored choice for synthesizing intricate peptides, particularly those earmarked for therapeutic endeavors.

Drug Delivery: In the domain of drug development, Fmoc-N-amido-PEG3-propionic acid emerges as a critical component in designing drug delivery systems geared towards optimizing the pharmacokinetic properties of therapeutic agents. By conjugating drugs to PEG chains via this compound, it enhances drug solubility while diminishing immunogenicity. This strategic approach is imperative for creating long-circulating drugs that exhibit heightened efficacy and reduced toxicity.

Bioconjugation: Firmly entrenched in bioconjugation strategies, this compound acts as a linchpin in linking biomolecules, such as proteins and antibodies, to PEG chains or other functional groups, bolstering the stability and bioavailability of biotherapeutics. Employing Fmoc-N-amido-PEG3-propionic acid for bioconjugation not only opens avenues for innovative diagnostic tools and targeted therapies but also underscores its pivotal role in advancing bioconjugation as a fundamental pillar of modern biotechnology.

Surface Modification: Delving into surface modification applications, Fmoc-N-amido-PEG3-propionic acid emerges as a versatile tool for enhancing biocompatibility and curbing non-specific binding on biomaterial surfaces. Encasing medical devices or biosensors with PEGylated layers via this compound can effectively ward off protein adsorption and cellular adhesion, presenting a boon for implants, stents, and other devices necessitating prolonged contact with biological fluids. This surface modification strategy stands as a testament to the compound’s multifaceted utility in the field of biomaterials engineering.

Catalog	Product Name	CAS
BADC-01135	Fmoc-N-amido-PEG4-propionic acid	557756-85-1
BADC-01153	Fmoc-N-amido-PEG8-propionic acid	756526-02-0
BADC-01179	Fmoc-N-amido-PEG2-propionic acid	872679-70-4
BADC-01185	Fmoc-N-amido-PEG6-propionic acid	882847-34-9