Fmoc-D-Phe(4-NO2)-OH

Name: Fmoc-D-Phe(4-NO2)-OH
Brand: ChemScene
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CAS No. 177966-63-1
Cat. No. CS-W011621
Purity≥98%
MDL No.MFCD00237029

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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. 177966-63-1
Cat. No. CS-W011621
Purity ≥98%
MDL No. MFCD00237029
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀N₂O₆
Molecular Weight 432.43
Synonym(s) None
SMILES O=C([C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)CC4=CC=C(C=C4)[N+]([O-])=O)O

Description

Fmoc-D-Phe(4-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 protection, while the D-configured backbone facilitates incorporation into non-natural sequences. This derivative offers improved solubility and stability under standard coupling conditions.

Application

Fmoc-D-Phe(4-NO₂)-OH serves as a key building block for the synthesis of D-amino acid-containing peptides, particularly in solid-phase peptide synthesis. The 4-nitrophenyl group provides enhanced electrophilicity for selective derivatization and facilitates purification via UV detection. The Fmoc group ensures orthogonal protection, enabling efficient coupling under standard conditions with minimal racemization. This derivative exhibits excellent bench stability and functional group tolerance, making it ideal for constructing complex peptide architectures and bioactive oligomers.

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-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 118.77
LogP 4.1292
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Fmoc-D-Phe(4-NO2)-OH

CAS No. 177966-63-1

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