3,5-Diiodo-DL-tyrosine is a halogenated, non-proteinogenic amino acid derivative featuring the tyrosine backbone with two iodine atoms substituted at the 3- and 5-positions of the phenolic aromatic ring. The molecule contains both an amino group and a carboxyl group, and it bears a phenolic side chain that remains capable of hydrogen bonding and electrophilic/oxidative chemistry typical of iodinated phenols, with the "DL" designation indicating a racemic mixture of stereoisomers at the α-carbon. As an iodinated tyrosine analogue, it is used in chemical biology and analytical workflows for preparing iodinated amino acid standards, generating radiolabeling or conjugation-ready phenolic substrates, and supporting structure-activity or binding studies where controlled halogen substitution patterns are required.
CAT No: CP18203
3,5-Diiodo-DL-tyrosine is a halogenated tyrosine derivative featuring two iodine atoms on the aromatic ring, supplied as a DL (racemic) mixture at the amino acid stereocenter. The dense iodine substitution makes this compound a widely used heavy-atom labeled building block for analytical and chemical biology workflows where iodinated aromatic residues are required. Its amino acid functionality supports downstream derivatization and incorporation into labeled standards and iodinated aromatic motifs used in spectroscopy, radiochemistry-adjacent chemistry, and assay development.
1. Iodinated Aromatic Standards
3,5-Diiodo-DL-tyrosine is commonly used to prepare analytical reference materials and calibration standards for methods that target iodinated phenolic compounds, iodinated aromatic residues, or tyrosine-derived motifs. Laboratories in analytical chemistry and chemical biology use this compound to support method qualification and quantitation workflows where the presence of two iodine atoms provides a strong, mass-distinct signature for LC-MS and related instrumental analyses. Because the product is supplied as a defined iodination pattern on the tyrosine ring, it is particularly useful when the analytical workflow needs a stable, non-radioactive heavy-atom surrogate rather than relying on less specific phenolic standards.
2. Tyrosine Derivative Labeling
3,5-Diiodo-DL-tyrosine is used as a chemically defined iodinated tyrosine building block for preparing tyrosine-based derivatives in chemical biology and research assay development. Researchers select the diiodinated aromatic pattern to introduce a robust iodinated phenol motif that can be carried into downstream conjugates or derivatization schemes, enabling consistent labeling of tyrosine-like aromatic functionality. This approach is frequently applied in workflows that require controlled aromatic substitution patterns to evaluate reagent behavior, validate binding or detection chemistries, or generate structurally matched controls for iodinated phenolic targets.
3. Radiochemistry-Adjacent Building Block
3,5-Diiodo-DL-tyrosine is frequently handled in radiochemistry-adjacent development and isotope chemistry workflows as a stable iodinated precursor motif that can be used to design or benchmark iodination-related chemistry under non-radioactive conditions. In many research settings, chemists use defined diiodinated tyrosine derivatives to develop reaction conditions, verify incorporation patterns, and establish analytical readouts before transitioning to more specialized iodinated labeling strategies. The presence of two iodine atoms on the tyrosine aromatic ring provides a clear structural handle for tracking and analytical confirmation, making the compound valuable during method development and intermediate characterization.
4. Pharmaceutical Intermediate Development
3,5-Diiodo-DL-tyrosine is also used as an iodinated amino acid intermediate in specialty chemical and pharmaceutical intermediate development where an iodinated aromatic tyrosine scaffold is required for constructing larger heteroaryl or iodinated phenolic frameworks. Process development groups and medicinal chemistry teams employ this compound to access a defined diiodinated aromatic motif that can serve as a precursor for subsequent functional group transformations in synthetic sequences. Its amino acid functionality and stable, non-radioactive iodine content make it practical for building structurally characterized intermediates used in discovery chemistry and industrial R&D programs focused on iodinated aromatic chemotypes.
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