Fmoc-Phe(3-NO2)-OH

Name: Fmoc-Phe(3-NO2)-OH
Brand: ChemScene
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CAS No. 206060-42-6
Cat. No. CS-0149878
Purity≥98%
MDL No.MFCD01317718

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 206060-42-6
Cat. No. CS-0149878
Purity ≥98%
MDL No. MFCD01317718
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀N₂O₆
Molecular Weight 432.43
Synonym(s) Fmoc-L-3-Nitrophenylalanine
SMILES O=[N+]([O-])C1=CC=CC(C[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C1

Description

Fmoc-Phe(3-NO2)-OH features a para-nitro-substituted phenylalanine residue with enhanced electron-withdrawing character, enabling precise control in peptide synthesis. The Fmoc group ensures efficient, orthogonal deprotection under mild basic conditions. This derivative integrates seamlessly into complex sequences, offering improved solubility and stability during solid-phase workflows.

Application

Fmoc-Phe(3-NO₂)-OH serves as a valuable building block for peptide synthesis, enabling the incorporation of meta-nitrophenylalanine into polypeptide chains. The electron-withdrawing nitro group enhances the reactivity of the adjacent aromatic ring, facilitating downstream functionalization via reduction or nucleophilic substitution. Its Fmoc protection ensures compatibility with standard solid-phase peptide synthesis protocols, offering bench stability and ease of purification.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 118.77
LogP 4.1292
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Fmoc-Phe(3-NO2)-OH

CAS No. 206060-42-6

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