N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine

Name: N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine
Brand: ChemScene
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CAS No. 320410-22-8
Cat. No. CS-0166899
Purity≥97%
MDL No.MFCD15141996

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine|CS-0166899

Structure of 320410-22-8

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Description

N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine is a protected D-amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group at the Nα-position and an acetyl moiety at the Nε-terminus. This combination enables orthogonal protection in peptide synthesis, facilitating selective deprotection during sequential coupling. The Fmoc group ensures stability under basic conditions while allowing mild removal with piperidine, streamlining synthetic workflows.

Application

N²-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N⁶-acetyl-D-lysine serves as a protected D-lysine building block for solid-phase peptide synthesis, enabling site-specific incorporation of D-amino acids into bioactive peptides. The Fmoc group provides orthogonal protection for the α-amino function, while the acetyl moiety stabilizes the ε-amino group against side reactions. This derivative exhibits excellent bench stability, facilitates efficient coupling with standard activation protocols, and enables straightforward deprotection under mild conditions, making it a reliable choice for synthesizing peptidomimetics and cyclic peptide scaffolds.

General Information

CAS No. 320410-22-8
Cat. No. CS-0166899
Purity ≥97%
MDL No. MFCD15141996
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₆N₂O₅
Molecular Weight 410.46
Synonym(s) N2-Fmoc-N6-acetyl-D-lysine
SMILES CC(NCCCC[C@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Computational Chemistry Data

TPSA 104.73
LogP 3.2847
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 9

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Lysine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine

CAS No. 320410-22-8

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