N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-carbamimidoyl-L-lysine

Name: N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-carbamimidoyl-L-lysine
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CAS No. 776277-76-0
Cat. No. CS-0131699
Molecule weight410.47
Purity≥97%
MDL No.MFCD01861360

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-carbamimidoyl-L-lysine|CS-0131699

Structure of 776277-76-0

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General Information

CAS No. 776277-76-0
Cat. No. CS-0131699
Purity ≥97%
MDL No. MFCD01861360
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₆N₄O₄
Molecular Weight 410.47
Synonym(s) Fmoc-L-homoarginine
SMILES O=C(O)[C@H](CCCCNC(N)=N)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-carbamimidoyl-L-lysine is a protected lysine derivative featuring a fluorenylmethoxycarbonyl group at the Nα-position and a carbamimidoyl moiety at the ε-amino side chain. This dual protection enables orthogonal handling in peptide synthesis, where the Fmoc group facilitates base-labile deprotection while the carbamimidoyl function remains stable under standard conditions. The molecule integrates seamlessly into sequential coupling protocols, offering precise control over side-chain reactivity during chain elongation.

Application

N²-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N⁶-carbamimidoyl-L-lysine serves as a protected lysine derivative enabling efficient solid-phase peptide synthesis. The Fmoc group provides orthogonal protection for the α-amino function, while the carbamimidoyl moiety at the ε-position facilitates selective derivatization and incorporation into peptidomimetic scaffolds. Its bench-stable nature and compatibility with standard coupling conditions make it a reliable building block for complex peptide architectures and bioactive oligomer synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 137.53
LogP 2.63167
H_Acceptors 4
H_Donors 5
Rotatable_Bonds 9

Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

Life Science Amino Acids and their Derivatives Arginine and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-carbamimidoyl-L-lysine

CAS No. 776277-76-0

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