(S)-2-(tert-butoxycarbonylamino)-3-(4-iodophenyl)propanoic acid
$300.00
CAS No.: 62129-44-6
Catalog No.: 196559
Purity: 95%
MF: C14H18INO4
MW: 391.205
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N[C@H](C(=O)O)CC1=CC=C(C=C1)I
Catalog No.: 196559
Purity: 95%
MF: C14H18INO4
MW: 391.205
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N[C@H](C(=O)O)CC1=CC=C(C=C1)I
(S)-2-(tert-butoxycarbonylamino)-3-(4-iodophenyl)propanoic acid; CAS No.: 62129-44-6; (S)-2-(tert-butoxycarbonylamino)-3-(4-iodophenyl)propanoic acid. PROPERTIES: This iodinated amino acid derivative is a white to off-white powder with molecular formula C14H17IN2O5. Its molecular weight is 416.21 g/mol and it decomposes above 180 C without melting. The compound is sparingly soluble in water but dissolves in DMF and DMSO. Special storage considerations include keeping it in amber glass containers at -20 C to prevent photodegradation and oxidation of the iodine substituent. Being an iodinated compound, it may release toxic iodine vapors upon heating; proper ventilation is essential. APPLICATIONS: In medicinal chemistry, this compound is utilized as building block for synthesizing iodinated tyrosine derivatives used in radiocontrast agents for medical imaging. The (S)-configuration mimics natural tyrosine stereochemistry, enabling selective metabolic incorporation (Journal of Medicinal Chemistry). The tert-butoxycarbonyl (Boc) protection allows for orthogonal protection strategy in multi-step syntheses; removal is achieved via acidic treatment. Additionally, it serves as intermediate for producing beta-turn peptides where the iodophenyl group enhances peptide stability through aromatic stacking interactions (Bioconjugate Chemistry). The carboxylic acid functionality enables coupling to other peptide residues or carrier molecules for immunogenicity studies.
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