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

Name: N6-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N2-((benzyloxy)carbonyl)-L-lysine
Brand: ChemScene
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CAS No. 105751-18-6
Cat. No. CS-0137979
Purity≥95%
MDL No.MFCD26793642

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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N6-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N2-((benzyloxy)carbonyl)-L-lysine|CS-0137979

Structure of 105751-18-6

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General Information

CAS No. 105751-18-6
Cat. No. CS-0137979
Purity ≥95%
MDL No. MFCD26793642
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₃₀N₂O₆
Molecular Weight 502.56
Synonym(s) None
SMILES O=C(O)[C@H](CCCCNC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)NC(OCC4=CC=CC=C4)=O

Description

N6-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N2-((benzyloxy)carbonyl)-L-lysine is a diacidic amino acid derivative featuring orthogonal protecting groups for selective peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group at the ε-amino position ensures stable, base-labile protection, while the benzyloxycarbonyl (Z) group on the α-amino terminus enables orthogonal deprotection. This combination facilitates efficient sequential coupling in solid-phase peptide synthesis, particularly for lysine-rich sequences requiring precise side-chain management.

Application

N6-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N2-((benzyloxy)carbonyl)-L-lysine serves as a bifunctional amino acid building block for peptide synthesis, enabling orthogonal protection of both α-amino and ε-amino groups. The Fmoc group facilitates mild base-labile deprotection, while the Boc-like benzyloxycarbonyl moiety allows selective removal under acidic conditions. This combination enables efficient sequential coupling in solid-phase synthesis, with excellent stability during handling and compatibility with standard purification methods.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 113.96
LogP 5.075
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 11

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Lysine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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

CAS No. 105751-18-6

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