Description

H-alpha-Me-D-Phe(3-I)-OH (CAS 457652-83-4) is a high-purity, non-natural amino acid derivative designed for advanced research and pharmaceutical applications. This compound features a stereospecific (R)-configuration at the alpha-carbon, a methyl group substitution, and a 3-iodophenyl side chain, offering unique steric and electronic properties for peptide modification and medicinal chemistry studies. With the molecular formula C₁₀H₁₂INO₂ and a molar mass of 305.11 g/mol, it is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). Ideal for solid-phase peptide synthesis (SPPS), it enhances resistance to enzymatic degradation and modulates peptide conformation. Store under inert conditions at -20°C to ensure stability. Suitable for in vitro and in vivo research applications.

Properties

• CAS Number: 457652-83-4
• Complexity: 222
• IUPAC Name: (2R)-2-amino-3-(3-iodophenyl)-2-methyl-propanoic acid
• InChI: InChI=1S/C10H12INO2/c1-10(12,9(13)14)6-7-3-2-4-8(11)5-7/h2-5H,6,12H2,1H3,(H,13,14)/t10-/m1/s1
• InChI Key: RCYLCZQGMUWCBV-SNVBAGLBSA-N
• Exact Mass: 304.99128
• Molecular Formula: C10H12INO2
• Molecular Weight: 305.11
• SMILES: C[C@@](CC1=CC(=CC=C1)I)(C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 304.99128
• Synonyms: 457652-83-4, H-alpha-Me-D-Phe(3-I)-OH, DTXSID10438693, DTXCID10389515, (2R)-2-amino-3-(3-iodophenyl)-2-methylpropanoic acid, (R)-alpha-Methyl-3-iodophenylalanine (>98%, >98%ee), SCHEMBL5182245, H-alpha-Me-L-Phe(3-I)-OH, RCYLCZQGMUWCBV-SNVBAGLBSA-N, 3-Iodo-alpha-methyl-D-phenylalanine, (R)-alpha-Methyl-3-Iodophenylalaine, (R)-alpha-Methyl-3-Iodophenylalanine, D-Phenylalanine, 3-iodo-|A-methyl-, AKOS030213015, (S)-Alpha-methyl-3-iodophenylalanine(>98%,>98%ee)

Application

H-alpha-Me-D-Phe(3-I)-OH is primarily used in peptide engineering to introduce iodinated aromatic motifs for radiolabeling or structural studies. Its methylated alpha-carbon restricts backbone flexibility, making it valuable for probing receptor-binding interactions in drug discovery. The iodine atom enables potential applications in PET imaging or as a heavy-atom derivative for X-ray crystallography.

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