Fmoc-L-Trp(4-Cl)-OH

Name: Fmoc-L-Trp(4-Cl)-OH
Brand: ChemScene
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CAS No. 2244532-68-9
Cat. No. CS-0798548
Molecule weight460.91
Purity≥96%
MDL No.None

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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. 2244532-68-9
Cat. No. CS-0798548
Purity ≥96%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₁ClN₂O₄
Molecular Weight 460.91
Synonym(s) None
SMILES C(OC(N[C@@H](CC=1C=2C(NC1)=CC=CC2Cl)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

Description

Fmoc-L-Trp(4-Cl)-OH features a fluorophore-masked tryptophan derivative with a chlorine substituent at the 4-position of the indole ring. This electron-deficient variant enhances coupling efficiency in solid-phase peptide synthesis, offering improved stability and reduced side reactions under standard conditions.

Application

Fmoc-L-Trp(4-Cl)-OH serves as a key building block in peptide synthesis, enabling the incorporation of 4-chlorotryptophan into polypeptide chains. The Fmoc group provides orthogonal protection for the α-amino function, while the 4-chloro substitution on the indole ring enhances metabolic stability and modulates electronic properties. This derivative exhibits excellent bench stability, compatibility with standard coupling reagents, and facilitates efficient purification via chromatography. It functions effectively in both solid-phase and solution-phase peptide synthesis workflows.

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 91.42
LogP 5.3557
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tryptophan and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Fmoc-L-Trp(4-Cl)-OH

CAS No. 2244532-68-9

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