3,5-Dimethyl-DL-phenyLalanine

Name: 3,5-Dimethyl-DL-phenyLalanine
Brand: ChemScene
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CAS No. 103854-27-9
Cat. No. CS-0416133
Purity≥95%
MDL No.MFCD05227964

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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3,5-Dimethyl-DL-phenyLalanine|CS-0416133

Structure of 103854-27-9

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General Information

CAS No. 103854-27-9
Cat. No. CS-0416133
Purity ≥95%
MDL No. MFCD05227964
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅NO₂
Molecular Weight 193.24
Synonym(s) 2-Amino-3-(3,5-dimethylphenyl)propanoic acid
SMILES NC(CC1=CC(C)=CC(C)=C1)C(O)=O

Description

3,5-Dimethyl-DL-phenylalanine features a benzene ring bearing methyl groups at the 3 and 5 positions, enhancing steric bulk and lipophilicity. This configuration imparts improved metabolic stability compared to unsubstituted phenylalanine analogs. The compound serves as a structural mimic in peptide synthesis and biochemical studies, where altered hydrophobicity and conformational rigidity influence receptor binding and enzyme kinetics.

Application

3,5-Dimethyl-DL-phenylalanine serves as a valuable non-proteinogenic amino acid building block for peptide synthesis and medicinal chemistry applications. Its methylated aromatic ring enhances metabolic stability and lipophilicity, facilitating membrane permeability. The compound exhibits bench stability, tolerates standard coupling conditions, and functions effectively in solid-phase and solution-phase peptide elongation workflows.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

TPSA 63.32
LogP 1.25784
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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3,5-Dimethyl-DL-phenyLalanine

CAS No. 103854-27-9

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