Fmoc-1-Nal-OH

Name: Fmoc-1-Nal-OH
Brand: ChemScene
Availability: InStock
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CAS No. 96402-49-2
Cat. No. CS-W011611
Purity≥98%
MDL No.MFCD00151914

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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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Structure of 96402-49-2

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General Information

CAS No. 96402-49-2
Cat. No. CS-W011611
Purity ≥98%
MDL No. MFCD00151914
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₃NO₄
Molecular Weight 437.49
Synonym(s) None
SMILES O=C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)N[C@H](C(O)=O)CC4=CC=CC5=C4C=CC=C5

Description

Fmoc-1-Nal-OH is a fluorinated, electron-deficient amino acid derivative designed for solid-phase peptide synthesis. The 1-naphthylalanine side chain imparts enhanced hydrophobicity and π-stacking capability, improving structural rigidity in bioactive peptides. This bench-stable, moisture-tolerant reagent integrates seamlessly into complex sequences without requiring specialized handling.

Application

Fmoc-1-Nal-OH serves as a key building block in peptide synthesis, enabling the incorporation of 1-naphthylalanine into peptidic sequences with enhanced hydrophobicity and structural rigidity. The Fmoc group provides orthogonal protection for amine functionality, allowing standard coupling protocols and efficient deprotection under mild basic conditions. Its naphthyl side chain imparts significant π-stacking potential and improves binding affinity in bioactive peptides, making it valuable for medicinal chemistry applications requiring stable, high-affinity ligands.

Synthesis

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  96402-49-2
References
- Journal of Medicinal Chemistry, , vol. 36, # 1 p. 2 - 10

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 5.3742
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-1-Nal-OH

CAS No. 96402-49-2

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