What Is Fmoc-L-Lys[C20-OtBu-Glu(OtBu)-AEEA-AEEA]-OH Powder?

Fmoc-L-Lys[C20-OtBu-Glu(OtBu)-AEEA-AEEA]-OH(CAS: 2915356-76-0) is a highly specialized Fmoc-protected lysine derivative designed for solid-phase peptide synthesis (SPPS). It is commonly used in the synthesis of long-acting therapeutic peptides, especially lipidated peptides such as GLP-1 analogs and other peptide drugs requiring extended half-life.

This compound integrates:

An Fmoc-protected amino acid backbone
A PEG-like spacer (AEEA units)
A glutamic acid linker
A long C20 fatty acid chain

Together, these structural features enable site-specific lipidation of peptides during synthesis.

Chemical & Structural Overview

Key Structural Elements

Core amino acid:

L-Lysine (Lys)

Protecting group:

Fmoc (9-fluorenylmethoxycarbonyl) on the α-amino group

→ Enables stepwise peptide elongation in SPPS.

Component Functions

Component	Role
Fmoc group	Temporary protection during peptide synthesis
Lysine backbone	Provides attachment site for lipid chain
AEEA (PEG spacer)	Improves solubility & flexibility
Glu(OtBu)	Structural linker & branching unit
C20 fatty acid	Enables albumin binding & half-life extension

Critical Product Specifications

Parameter	Requirement
Purity (HPLC)	≥95% (Research), ≥98% (Synthesis)
Mass Spectrometry (HRMS)	Mandatory. Must confirm exact mass of [M+H]⁺ and/or [M+Na]⁺.
Nuclear Magnetic Resonance (¹H NMR)	Highly Recommended / Essential.
Protecting Group Integrity	Confirmed by MS and NMR.
Storage	-20°C or -80°C, desiccated, under inert gas (Ar/N₂), dark.
Reconstitution	Use high-quality, dry DMSO or DMF. For aqueous work, first dissolve in a minimal amount of organic solvent, then dilute into buffer.

Role in Solid-Phase Peptide Synthesis (SPPS)

This building block allows site-specific attachment of a lipid moiety directly during peptide synthesis.

Advantages in SPPS

Pre-assembled lipid chain simplifies synthesis
Ensures precise modification site
Improves reproducibility
Reduces post-synthetic conjugation steps

Typically incorporated using standard Fmoc SPPS protocols.

The Applications of Fmoc-L-Lys[C20-OtBu-Glu(OtBu)-AEEA-AEEA]-OH in Peptide Drug Development

This reagent is especially important in the development of:

Long-Acting Therapeutic Peptides

Used in research and development of:

GLP-1 receptor agonists
Metabolic disease peptides
Hormone analogs
Antidiabetic peptide drugs
Obesity and endocrine therapies

Half-Life Extension Technology

Lipidated peptides achieve:

Once-daily or once-weekly dosing potential
Improved pharmacokinetic profiles
Better patient compliance

Physical & Chemical Properties

Appearance: White to off-white powder
Purity: Typically ≥95% (HPLC)
Solubility:

★Soluble in DMF, DMSO, NMP
★Limited solubility in water

Storage temperature: −20 °C recommended
Moisture sensitivity: Yes

Fmoc-L-Lys[C20-OtBu-Glu(OtBu)-AEEA-AEEA]-OH (CAS: 2915356-76-0) is an advanced lipidated amino acid building block designed for solid-phase peptide synthesis of long-acting peptide therapeutics. Its combination of PEG spacers, glutamic linker, and C20 fatty acid enables albumin binding and extended half-life, making it a critical reagent in modern peptide drug development.

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