Ubenimex

Ubenimex is a non-proteinogenic amino acid derivative featuring a peptidomimetic scaffold designed around an amino acid-like core with side-chain functionality that supports enzyme-assay and biochemical probe formats. The molecule contains an amino group and a carboxylate-related functionality while bearing additional substituents that modulate its physicochemical properties and govern how it presents functional groups during binding or detection experiments. Ubenimex is used in chemical biology and analytical studies where amino acid-derived structures are employed as substrates, inhibitors, or reference compounds in assays that probe protease-related activity and specificity.

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

CAT No: CP27246

CAS No:58970-76-6

Synonyms/Alias:[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine;Boc-3,5-Dibromo-L-tyrosine;58960-71-7;Boc-Tyr(3,5-Br2)-OH;C14H17Br2NO5;PubChem24088;CTK8B5268;BOC-3,5-DIBROMO-TYR-OH;MolPort-020-004-729;ACT09112;BOC-3,5-DIBROMO-L-TYR-OH;ZINC2555054;ANW-48174;Boc-3poundnot5-dibromo-L-tyrosine;AKOS015920403;AKOS015994900;AJ-39685;AK-40155;AM026409;BC005009;BR-40155;KB-48187;ST2406712;TC-136919;A8310;FT-0640569

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M.F/Formula
C14H17Br2NO5
M.W/Mr.
308.38

Ubenimex is a small-molecule amino acid derivative used in research settings as a glutaminase inhibitor scaffold associated with the amino acid class, rather than as a standard peptide building block. Its medicinal-chemistry relevance stems from the presence of functional groups that support enzyme-binding studies and analog synthesis workflows, making it a common starting point for structure-activity relationship (SAR) development and biochemical assay reagent preparation.

1. Enzyme Inhibition Studies

Ubenimex is used by enzymology and chemical biology groups to support glutaminase-related target engagement experiments in vitro, where researchers evaluate inhibitory potency and compare analog series. Medicinal chemistry teams often rely on this scaffold to benchmark assay performance and to generate structure-activity relationship (SAR) data using standardized biochemical protocols. The compound's drug-like functional group pattern supports consistent handling as a defined small-molecule reagent for inhibitor screening campaigns and follow-up mechanistic characterization in controlled assay formats.

2. Medicinal Chemistry SAR Development

Ubenimex serves as a reference scaffold for medicinal chemistry programs focused on optimizing amino acid-derived inhibitor chemotypes. Synthetic and process development chemists use it to design and compare analogs that vary key substituents while maintaining the core functional motif, supporting iterative SAR cycles. In this workflow, Ubenimex is valued as a well-defined starting material for preparing chemical libraries and for generating comparative datasets across related derivatives, enabling clearer structure-property interpretation during lead optimization.

3. Biochemical Assay Reagent Preparation

Ubenimex is frequently prepared as a defined inhibitor reagent for routine biochemical assay runs in academic and industrial research laboratories. Assay developers use it to establish reference inhibition conditions, calibrate experimental readouts, and support reproducibility across batches when testing glutaminase activity under standardized conditions. Because Ubenimex is handled as a small-molecule analytical reagent rather than a protected amino acid building block, it fits directly into inhibitor dose-response workflows and comparative studies with other inhibitor classes.

4. Pharmaceutical Intermediate Analog Synthesis

Ubenimex is also used in the downstream development of related amino acid-derived intermediates and analogs, where teams prepare derivative structures for expanded SAR exploration. Pharmaceutical intermediate and specialty chemical manufacturers commonly treat it as a practical reference compound to guide the selection of synthetic targets and to validate the identity and performance of intermediate-derived analogs in research-grade testing. This application is especially relevant when building a coherent series of analogs that share a common functional framework while differing in substituent patterns to probe chemical space systematically.

Size
50 mg;250 mg;1 g;
InChI
1S/C14H17Br2NO5/c1-14(2,3)22-13(21)17-10(12(19)20)6-7-4-8(15)11(18)9(16)5-7/h4-5,10,18H,6H2,1-3H3,(H,17,21)(H,19,20)/t10-/m0/s1
InChI Key
FIKNCGRWSBGBKP-JTQLQIEISA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC(=C(C(=C1)Br)O)Br)C(=O)O

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