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Fmoc-NMe-PEG3-acid

  CAS No.: 1807518-77-9   Cat No.: BADC-01003   Purity: ≥95% 4.5  

Fmoc-NMe-PEG3-acid is a PEG linker containing a Fmoc-protected amine and a terminal carboxylic acid. The Fmoc group can be deprotected under the basic conditions to obtain the free amine which can be used for further conjugations. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The hydrophilic PEG spacer increases solubility in aqueous media.

Fmoc-NMe-PEG3-acid

Structure of 1807518-77-9

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Category
ADC Linker
Molecular Formula
C25H31NO7
Molecular Weight
457.52
Shipping
Room temperature
Storage
Store at 2-8°C

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Synonyms
Fmoc-N-methyl-N-amido-PEG3-acid; Fmoc-N-methyl-PEG3-CH2CH2COOH; Fmoc-NMe-PEG(3)-COOH; Fmoc-N-methyl-N-amido-PEG3-COOH; 5,8,11-Trioxa-2-azatetradecanedioic acid, 2-methyl-, 1-(9H-fluoren-9-ylmethyl) ester; 1-(9H-Fluoren-9-yl)-4-methyl-3-oxo-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid; 2,7,10,13-Tetraoxa-4-azahexadecan-16-oic acid, 1-(9H-fluoren-9-yl)-4-methyl-3-oxo-
IUPAC Name
3-[2-[2-[2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]ethoxy]ethoxy]ethoxy]propanoic acid
Canonical SMILES
CN(CCOCCOCCOCCC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
InChI=1S/C25H31NO7/c1-26(11-13-31-15-17-32-16-14-30-12-10-24(27)28)25(29)33-18-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-9,23H,10-18H2,1H3,(H,27,28)
InChIKey
JKEBDIJQSKVIID-UHFFFAOYSA-N
Density
1.218±0.06 g/cm3 (Predicted)
Solubility
Soluble in DCM, DMF, DMSO
Flash Point
315.1±28.7 °C
Index Of Refraction
1.573
Vapor Pressure
0.0±1.8 mmHg at 25°C
Appearance
Solid
Shelf Life
-20°C 3 years powder; -80°C 2 years in solvent
Shipping
Room temperature
Storage
Store at 2-8°C
Boiling Point
630.5±55.0°C (Predicted)
Form
Solid

Fmoc-NMe-PEG3-acid, a versatile chemical reagent utilized in peptide synthesis and diverse bioconjugation applications, plays a pivotal role in various scientific realms. Here are four key applications of Fmoc-NMe-PEG3-acid intricately:

Peptide Synthesis: Acting as a crucial linker in solid-phase peptide synthesis, Fmoc-NMe-PEG3-acid acts as a bridge between the peptide and resin, streamlining the synthesis and purification of intricate peptides. The incorporation of the PEG moiety not only aids in enhancing peptide solubility in aqueous solutions but also simplifies subsequent handling processes, elevating the efficiency of peptide synthesis workflows.

Drug Delivery Systems: Delving into the realm of pharmaceutical innovation, Fmoc-NMe-PEG3-acid emerges as a key player in modifying therapeutic peptides and proteins to enhance their pharmacokinetic properties. By conjugating Fmoc-NMe-PEG3-acid to drug molecules, researchers can elevate solubility, stability, and bioavailability levels, paving the way for the development of cutting-edge drug delivery systems with heightened efficacy and precision.

Bioconjugation: In bioconjugation chemistry, Fmoc-NMe-PEG3-acid assumes the role of a functional group, facilitating the linkage of biomolecules such as antibodies and enzymes to diverse surfaces or carriers. The inclusion of the PEG spacer effectively minimizes steric hindrance, preserving the bioactivity of the conjugated molecule. This method, widely embraced in diagnostics, therapeutics, and biosensors, showcases the fusion of intricate chemical processes with profound biological applications.

Proteomics Research: Stepping into the realm of proteomics, Fmoc-NMe-PEG3-acid emerges as a valuable catalyst in synthesizing peptide probes and affinity tags, essential for exploring protein-protein interactions and identifying potential drug targets. The PEG linker plays a pivotal role in preventing nonspecific interactions, paving the path for more precise and reliable outcomes in proteomics research, driving forth the frontiers of biological discovery and therapeutic innovation.

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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Historical Records: DBCO-NH-PEG4-amine | Mal-PEG1-NHS ester | Mal-PEG1-Val-Cit-PABC-OH | mPEG6-amine | Fmoc-N-amido-PEG9-acid | 2-Aminoethyl-mono-amide-DOTA-tris(t-Bu ester) | Acid-PEG2-SS-PEG2-acid | (2-pyridyldithio)-PEG1-hydrazine | 2-Hydroxyethyl disulfide mono-tosylate | DBCO-PEG4-amine | Fmoc-NMe-PEG3-acid
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