Fmoc-L-Trp(5-Me)-OH

Name: Fmoc-L-Trp(5-Me)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 460751-68-2
Cat. No. CS-0798723
Purity≥98%
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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Structure of 460751-68-2

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Description

Fmoc-L-Trp(5-Me)-OH features a methoxy-substituted indole ring, enhancing electron density and stability in solid-phase peptide synthesis. This bench-stable derivative simplifies incorporation of modified tryptophan residues, offering improved solubility and reduced side reactions during coupling steps.

Application

Fmoc-L-Trp(5-Me)-OH serves as a key building block in peptide synthesis, enabling the incorporation of 5-methyltryptophan into polypeptide chains. The Fmoc group provides orthogonal protection for the α-amino function, facilitating efficient stepwise elongation under standard solid-phase conditions. The 5-methyl substitution enhances metabolic stability and modulates electronic properties, offering utility in bioactive peptide design and structural probing studies. The compound exhibits excellent bench stability and compatibility with common coupling reagents.

General Information

CAS No. 460751-68-2
Cat. No. CS-0798723
Purity ≥98%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₄N₂O₄
Molecular Weight 440.49
Synonym(s) None
SMILES C(OC(N[C@@H](CC=1C=2C(NC1)=CC=C(C)C2)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

Computational Chemistry Data

TPSA 91.42
LogP 5.01072
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

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
Precautionary Statements : P264-P270-P280-P302+P352-P305+P351+P338-P330-P362+P364-P501

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Other Classifications

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

Key Words

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Fmoc-L-Trp(5-Me)-OH

CAS No. 460751-68-2

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