Fmoc-5-Chloro-L-tryptophan

Name: Fmoc-5-Chloro-L-tryptophan
Brand: ChemScene
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CAS No. 1257849-07-2
Cat. No. CS-W022721
Purity≥97%
MDL No.MFCD16883066

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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 1257849-07-2

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General Information

CAS No. 1257849-07-2
Cat. No. CS-W022721
Purity ≥97%
MDL No. MFCD16883066
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₁ClN₂O₄
Molecular Weight 460.91
Synonym(s) Fmoc-Trp(5-Cl)-OH
SMILES O=C(O)[C@H](CC1=CNC2=CC=C(Cl)C=C12)NC(OCC3C4=CC=CC=C4C5=CC=CC=C35)=O

Description

Fmoc-5-Chloro-L-tryptophan integrates a chlorinated indole ring into peptide synthesis, enabling site-specific incorporation of electron-deficient tryptophan derivatives. This bench-stable reagent facilitates the introduction of halogenated functionalities for probing protein structure and function, particularly in studies requiring enhanced photoreactivity or metabolic labeling.

Application

Fmoc-5-Chloro-L-tryptophan serves as a valuable building block for peptide synthesis, enabling the incorporation of a halogenated tryptophan residue with enhanced electronic and steric properties. The Fmoc group provides reliable orthogonal protection for the amine, while the 5-chloro substitution offers a versatile handle for downstream functionalization via cross-coupling or nucleophilic substitution. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient solid-phase and solution-phase 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 Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Fmoc-5-Chloro-L-tryptophan

CAS No. 1257849-07-2

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