N-Fmoc-4-methyl-L-tryptophan

Name: N-Fmoc-4-methyl-L-tryptophan
Brand: ChemScene
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CAS No. 2411871-30-0
Cat. No. CS-0439393
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+
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Structure of 2411871-30-0

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General Information

CAS No. 2411871-30-0
Cat. No. CS-0439393
Purity ≥98%
MDL No. None
Storage 4°C
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=CC2C)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

Description

N-Fmoc-4-methyl-L-tryptophan is a sterically tuned, bench-stable amino acid derivative featuring a protected α-amino group and a para-methylated indole side chain. This configuration enhances solubility in organic solvents while preserving reactivity for solid-phase peptide synthesis. The Fmoc group enables efficient sequential coupling, and the methyl substitution reduces aggregation tendencies during chain elongation. Ideal for incorporating tryptophan analogs into bioactive peptides with improved metabolic stability.

Application

N-Fmoc-4-methyl-L-tryptophan serves as a versatile building block for peptide synthesis, enabling site-specific incorporation of tryptophan derivatives with enhanced stability and solubility. The Fmoc group facilitates efficient removal under mild basic conditions, while the 4-methyl substitution provides steric and electronic modulation advantageous in peptidomimetic design. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for iterative solid-phase synthesis and the construction of complex bioactive scaffolds.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 91.42
LogP 5.01072
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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N-Fmoc-4-methyl-L-tryptophan

CAS No. 2411871-30-0

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