3,5-Diiodo-D-tyrosine

3,5-Diiodo-D-tyrosine is a halogenated, non-proteinogenic derivative of the amino acid tyrosine in which two iodine atoms are substituted at the 3- and 5-positions of the phenolic ring while the molecule retains the amino acid backbone with an amino group and a carboxyl group. The side chain bears a phenolic hydroxyl that remains available for chemical derivatization or hydrogen-bonding interactions, and the stereochemistry is specified as D for the α-carbon configuration. This iodinated amino acid is used in chemical biology and analytical research as a stable, radioiodine-compatible structural analog for studying iodinated aromatic residues, supporting labeling and conjugation strategies, and providing a defined building block for the preparation of more complex iodinated amino acid and peptide derivatives.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP18202

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M.W/Mr.
433

3,5-Diiodo-D-tyrosine is a halogenated tyrosine analog featuring two iodine atoms on the aromatic ring and a D-configuration at the amino acid stereocenter. This dense iodination pattern makes it a widely used building block for radiolabeling and iodine-containing biochemical probes, while the D-amino acid configuration supports applications where resistance to proteolysis or altered biological handling is advantageous in experimental designs. In chemical biology and analytical workflows, its defined iodination level provides a consistent platform for preparing iodine-specific standards and tagged derivatives.

1. Radiolabeling And Tracing

3,5-Diiodo-D-tyrosine is used as a precursor for generating iodine-containing labeled tyrosine derivatives for tracer studies in chemical biology and radiochemistry workflows. Researchers rely on the fixed 3,5-diiodo substitution to produce reproducible iodinated targets that can be incorporated into probe molecules or used to calibrate labeling steps. The D-configuration is commonly selected in experimental designs that aim to reduce enzymatic turnover during incubation-based assays, supporting more stable tracer behavior in time-resolved experiments.

2. Iodinated Probe And Conjugate Synthesis

3,5-Diiodo-D-tyrosine serves as an iodinated aromatic amino acid building block for constructing chemical biology probes and conjugates where an iodine-rich tyrosine motif is required. Teams developing affinity reagents, enzyme substrate analogs, or detection-tagged ligands often choose this scaffold because the diiodophenyl ring provides a robust handle for downstream functionalization while maintaining a defined aromatic substitution pattern. The amino acid functionality also supports straightforward incorporation into peptide-like constructs and other structured ligands used in binding and interaction studies.

3. Analytical Standards For Iodinated Species

3,5-Diiodo-D-tyrosine is frequently used to prepare analytical reference materials for quantifying iodinated tyrosine species in method development and routine quality control of analytical assays. Laboratories developing LC-MS or related workflows benefit from having a structurally defined iodinated standard that matches the key substitution motif on the aromatic ring. This helps improve identification confidence and supports calibration strategies when monitoring iodine-containing metabolites, derivatized tyrosine analogs, or assay components that include diiodophenyl structures.

Abbr
H-D-Tyr(3,5-I2)-OH

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