$N-Boc-N\'-Fmoc-L-Lysine$

N-Boc-N\'-Fmoc-L-Lysine

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Cat Number

INT84624271

CAS Number

84624-27-1

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Product Detail Description Customer Q&A

CAS Number

84624-27-1

Storage

2-8℃

Synonyms

N-α-Boc-N-ε-Fmoc-L-lysine;N(ALPHA)-BOC-N(EPSILON)-FMOC-L-LYSINE

Molecular Formula

C26H32N2O6

Molecular Weight

468.54

Smiles

C(O)(=O)[C@H](CCCCNC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)NC(OC(C)(C)C)=O

Appearance

White solid

Melting Point

93-98℃

Boiling Point

685.7℃

Relative Density

1.21

pKa

3.99

General Description

N-Boc-N'-Fmoc-L-Lysine is a crucial orthogonally protected lysine derivative. It features an Fmoc group on the alpha-amine and a Boc group on the epsilon-side chain amine, allowing for highly selective deprotection during complex peptide assembly.

Mechanism of Action

It acts as an orthogonal building block in solid-phase peptide synthesis (SPPS). The Fmoc group is removed under basic conditions for chain elongation, while the Boc group remains stable, protecting the side chain until the final global deprotection under acidic conditions.

Application

It is indispensable for the synthesis of branched peptides, ubiquitinated proteins, and site-specific peptide labeling where the lysine side chain must be selectively functionalized.