Allophenylnorstatine is a non-proteinogenic, unnatural amino acid derivative featuring a norstatine backbone bearing an allophenyl substituent that provides a bulky, hydrophobic side chain for peptide-structure studies. The molecule contains both amino and carboxyl functional groups arranged to support peptide bond formation, and its stereochemical configuration is not specified in the provided name, so it is treated as an amino acid analogue for synthetic incorporation. Allophenylnorstatine is used in chemical biology and peptide chemistry workflows to prepare modified peptides and structure-activity or mechanism-relevant analogues where a sterically constrained, aromatic side chain can be used to probe binding and conformational effects.
CAT No: CP27279
CAS No:62084-21-3
Synonyms/Alias:Nalpha-Boc-biocytin;62062-43-5;Nalpha-Boc-Nepsilon-biotinyl-L-lysine;Nepsilon-Biotinyl-Nalpha-Boc-L-lysine;N-t-Boc-biocytin;N|A-Boc-Biocytin;15083_ALDRICH;N-BoC-N'-Biotinyl-L-lysine;15083_FLUKA;CTK8G2058;MolPort-003-926-637;ZINC15721447;FT-0663475;(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-[(tert-butoxycarbonyl)amino]hexanoicacid;N2-(tert-Butyloxycarbonyl)-N6-[5-[[(3aS)-2-oxo-2,3,3abeta,4,6,6abeta-hexahydro-1H-thieno[3,4-d]imidazole]-4alpha-yl]pentanoyl]-L-lysine
Allophenylnorstatine is a non-proteinogenic amino acid building block used in peptide and peptidomimetic chemistry to introduce a constrained, hydrophobic side chain that can modulate protease recognition and binding interactions. Its stereochemical integrity and defined carbon skeleton make it a practical component for constructing transition-state-inspired inhibitors and enzyme-binding probes, where careful side-chain placement is critical. As a chiral amino acid derivative, it is commonly handled as a synthetic intermediate for downstream coupling into larger peptide-like structures.
1. Protease Inhibitor Design
Allophenylnorstatine is frequently incorporated into peptidomimetic scaffolds aimed at protease target engagement, where the phenyl-bearing, conformationally informative side chain helps tune steric and hydrophobic contacts in the binding pocket. Medicinal chemistry groups use this building block during lead optimization to compare analogs that vary only in the amino acid side-chain architecture, enabling structure-activity relationship studies in enzyme inhibition programs. Its role is typically to provide a defined residue that supports reproducible synthesis of inhibitor series for biochemical testing and SAR mapping.
2. Peptidomimetic Library Synthesis
Allophenylnorstatine is well suited to parallel synthesis workflows that generate focused libraries of peptide-like compounds, including substrate-mimicking and inhibitor-mimicking analogs. Chemical biology and medicinal chemistry teams use it to assemble series where the residue position is held constant while other neighboring units are varied, supporting systematic evaluation of binding or processing behavior in enzyme assays. The defined amino acid framework supports reliable downstream coupling into larger fragments, which is especially valuable when building multiresidue structures for iterative design cycles.
3. Enzyme Binding Probe Development
Allophenylnorstatine is used as a residue component in chemical biology probe construction intended to interrogate protease-associated pathways through binding-driven labeling strategies. Researchers incorporate it into probe backbones to position a hydrophobic, aromatic side chain at a defined location, improving the interpretability of structure-function experiments that compare probe variants. In these workflows, the amino acid's role is to provide a consistent recognition element within the larger probe architecture, enabling downstream conjugation to reporter groups or attachment handles used for detection and enrichment.
4. Pharmaceutical Intermediate Manufacturing
Allophenylnorstatine is also employed as a chiral pharmaceutical intermediate for custom synthesis of peptidomimetic candidates and related research reagents. Contract synthesis and process development groups use it when a specific non-natural residue must be introduced into a final active or preclinical lead structure with controlled stereochemical outcome. Its value in industrial intermediate development lies in providing a standardized, defined building block that can be carried through fragment coupling and final assembly steps to support repeatable manufacturing of analog series.
3. Low bone turnover and low BMD in Down syndrome: effect of intermittent PTH treatment
5. TMEM16F and dynamins control expansive plasma membrane reservoirs
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More