Fmoc-D-2-Me-Trp-OH

Name: Fmoc-D-2-Me-Trp-OH
Brand: ChemScene
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CAS No. 196808-79-4
Cat. No. CS-0153584
Purity≥97%
MDL No.MFCD07366896

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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 196808-79-4

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General Information

CAS No. 196808-79-4
Cat. No. CS-0153584
Purity ≥97%
MDL No. MFCD07366896
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₄N₂O₄
Molecular Weight 440.49
Synonym(s) None
SMILES CC1=C(C2=CC=CC=C2N1)C[C@H](C(O)=O)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O

Description

Fmoc-D-2-Me-Trp-OH features a D-configured tryptophan residue with a methyl group at the 2-position, enhancing metabolic stability and conformational rigidity. The Fmoc protecting group enables efficient solid-phase peptide synthesis, while the side chain retains aromaticity for π-stacking interactions. This derivative supports the incorporation of sterically hindered, non-natural amino acids in bioactive peptide design under standard coupling conditions.

Application

Fmoc-D-2-Me-Trp-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of D-configured tryptophan with a methyl group at the 2-position. The Fmoc protecting group facilitates efficient stepwise chain elongation under standard SPPS conditions. The 2-methyl substitution enhances metabolic stability and modulates conformational preferences, offering improved resistance to enzymatic degradation while maintaining favorable solubility and handling characteristics for solid-phase 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 91.42
LogP 5.01072
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Life Science Amino Acids and their Derivatives Tryptophan and derivatives

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 Unnatural Amino Acid Derivatives

Key Words

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Fmoc-D-2-Me-Trp-OH

CAS No. 196808-79-4

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