Fmoc-2-fluoro-L-homophenylalanine

Name: Fmoc-2-fluoro-L-homophenylalanine
Brand: ChemScene
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CAS No. 1260587-53-8
Cat. No. CS-0187939
Purity≥95%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Fmoc-2-fluoro-L-homophenylalanine|CS-0187939

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General Information

CAS No. 1260587-53-8
Cat. No. CS-0187939
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₂FNO₄
Molecular Weight 419.44
Synonym(s) N-Fmoc-L-HomoPhe(2-F)-OH
SMILES C(OC(N[C@@H](CCC1=C(F)C=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

Fmoc-2-fluoro-L-homophenylalanine integrates a fluorinated aromatic ring and a homophenylalanine backbone, enabling enhanced metabolic stability and conformational rigidity in peptide synthesis. This derivative facilitates the incorporation of bioorthogonal handles and improves membrane permeability in peptidomimetic design.

Application

Fmoc-2-fluoro-L-homophenylalanine serves as a valuable building block in peptide synthesis, enabling the incorporation of fluorinated aromatic side chains with enhanced metabolic stability. The Fmoc group facilitates efficient N-terminal protection and easy removal under standard conditions, while the 2-fluoro substitution on the phenyl ring provides orthogonal reactivity and improved pharmacokinetic properties. This derivative functions effectively in solid-phase peptide synthesis, offering bench-stable handling, high coupling efficiency, and compatibility with diverse reaction conditions.

Safety Information

Download SDS

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-P280-P302+P352

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Computational Chemistry Data

TPSA 75.63
LogP 4.7502
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-2-fluoro-L-homophenylalanine

CAS No. 1260587-53-8

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