Description

(S)-alpha-Methyl-3-Iodophenylalanine (CAS: 457653-01-9) is a high-purity chiral amino acid derivative with the molecular formula C₁₀H₁₂INO₂. This compound features an iodinated phenyl ring and a stereospecific alpha-methyl group, making it a valuable building block for peptide synthesis, medicinal chemistry, and asymmetric catalysis. With a guaranteed purity of >98% and enantiomeric excess (>98% ee), it is ideal for research applications requiring precise stereochemical control. The iodine substituent enhances its utility in cross-coupling reactions (e.g., Suzuki, Heck) for radiopharmaceutical development or fluorescent probe design. Packaged under inert conditions to ensure stability, this product is rigorously tested via HPLC, NMR, and MS to meet stringent quality standards for pharmaceutical and biochemical research.

Properties

• CAS Number: 457653-01-9
• Complexity: 222
• IUPAC Name: (2S)-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-/m0/s1
• InChI Key: RCYLCZQGMUWCBV-JTQLQIEISA-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: 457653-01-9, (S)-alpha-Methyl-3-Iodophenylalanine, (S)-alpha-Methyl-3-iodophenylalanine (>98%, >98%ee), (2S)-2-AMINO-3-(3-IODOPHENYL)-2-METHYLPROPANOIC ACID, SCHEMBL5182652, (S)-alpha-Methyl-3-Iodophenylalaine, L-Phenylalanine, 3-iodo-|A-methyl-, AKOS030213021, (R)-Alpha-methyl-3-iodophenylalanine(>98%,>98%ee)

(S)-alpha-Methyl-3-Iodophenylalanine serves as a key intermediate in the synthesis of modified peptides and peptidomimetics, enabling studies on enzyme inhibition or receptor binding. Its iodine moiety facilitates radiolabeling (e.g., with ¹²⁵I) for tracer applications in PET imaging or biodistribution assays. Researchers also employ it to introduce steric constraints in drug candidates targeting neurological disorders or metabolic pathways.

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