LHVS (Morpholinurea-leucine-homophenylalanine-vinyl phenyl sulfone)

This compound incorporates a benzenesulfonyl-containing allyl carbamate fused to a morpholine scaffold, providing a rich platform for studying steric and electronic influences. Researchers explore its conformational flexibility, hydrogen-bonding potential, and reactivity pathways. The structural complexity allows modeling of ligand-protein interactions. Its hybrid features support advanced synthetic and mechanistic analyses.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
LHVS (Morpholinurea-leucine-homophenylalanine-vinyl phenyl sulfone)(CAS 170111-28-1)

CAT No: R2265

CAS No:170111-28-1

Synonyms/Alias:N-[(1S)-1-[[(E,1S)-3-(benzenesulfonyl)-1-phenethyl-allyl]carbamoyl]-3-methyl-butyl]morpholine-4-carboxamide;LHVS;170111-28-1;GNF-PF-5434;CHEMBL486232;K-110717 (LHVS);N-[(2S)-1-[[(E,3S)-1-(benzenesulfonyl)-5-phenylpent-1-en-3-yl]amino]-4-methyl-1-oxopentan-2-yl]morpholine-4-carboxamide;N-[(1S)-1-[[(E,1S)-3-(benzenesulfonyl)-1-phenethyl-allyl]carbamoyl]-3-methyl-butyl]morpholine-4-carboxamide;SCHEMBL7352997;GLXC-20162;BDBM50243232;EX-A11025;AKOS040733597;DA-54907;MS-29774;N~2~-(MORPHOLIN-4-YLCARBONYL)-N~1~-[(1S,2E)-1-(2-PHENYLETHYL)-3-(PHENYLSULFONYL)PROP-2-ENYL]-D-LEUCINAMIDE;HY-128971;CS-0102928;G17023;4-Morpholinecarboxamide, N-[(1S)-3-methyl-1-[[[(1S,2E)-1-(2-phenylethyl)-3-(phenylsulfonyl)-2-propenyl]amino]carbonyl]butyl]-;N-((S)-4-methyl-1-oxo-1-((S)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-ylamino)pentan-2-yl)morpholine-4-carboxamide;

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M.F/Formula
C28H37N3O5S
M.W/Mr.
527.7

N-[(1S)-1-[[(E,1S)-3-(benzenesulfonyl)-1-phenethyl-allyl]carbamoyl]-3-methyl-butyl]morpholine-4-carboxamide is a structurally sophisticated carbohydrate compound that combines multiple functional groups, including a morpholine ring, benzenesulfonyl moiety, and a phenethyl-allyl chain. This unique molecular architecture offers exceptional versatility, making it highly valuable for a range of biochemical and research applications. Its robust chemical stability and compatibility with various organic solvents allow for seamless integration into complex synthetic pathways, while its distinct functional groups facilitate diverse chemical modifications and conjugation strategies. As a result, this compound is frequently selected for advanced laboratory investigations and innovative research projects that demand both specificity and adaptability in carbohydrate chemistry.

Medicinal Chemistry: In medicinal chemistry research, N-[(1S)-1-[[(E,1S)-3-(benzenesulfonyl)-1-phenethyl-allyl]carbamoyl]-3-methyl-butyl]morpholine-4-carboxamide serves as a valuable scaffold for the development and optimization of novel bioactive molecules. Its unique combination of aromatic and heterocyclic elements enables the exploration of structure-activity relationships, aiding in the identification of lead compounds with enhanced target specificity. Researchers often employ this compound as a core structure for the synthesis of analogs, facilitating the assessment of pharmacological properties and the fine-tuning of molecular interactions with biological targets.

Chemical Biology: Within chemical biology, the compound's modular structure supports its use as a probe or intermediate in the study of complex cellular processes. The benzenesulfonyl and carbamoyl functionalities provide reactive sites for conjugation with fluorescent tags, biotin, or other affinity labels, enabling the visualization and tracking of molecular pathways in live cells. Its morpholine ring further enhances solubility and bioavailability, making it an ideal candidate for designing molecular tools that interrogate protein-carbohydrate interactions or cell signaling events.

Glycoconjugate Synthesis: The presence of both carbohydrate-like and aromatic elements in this compound makes it particularly suitable for glycoconjugate synthesis. Researchers leverage its reactivity to couple with peptides, proteins, or other biomolecules, generating glycoconjugates that mimic naturally occurring structures. These conjugates are instrumental in studying cell recognition, immune responses, and the mechanisms of pathogen-host interactions. The compound's adaptable chemistry ensures efficient coupling and high yields, supporting the creation of diverse libraries for screening and functional analysis.

Material Science: In the field of material science, N-[(1S)-1-[[(E,1S)-3-(benzenesulfonyl)-1-phenethyl-allyl]carbamoyl]-3-methyl-butyl]morpholine-4-carboxamide is explored as a building block for the development of functionalized polymers and smart materials. Its multi-functional nature allows for precise incorporation into polymer backbones, imparting desired properties such as increased hydrophilicity, improved mechanical strength, or specific binding capabilities. These materials find applications in sensor development, separation technologies, and the fabrication of responsive surfaces for analytical devices.

Analytical Chemistry: Analytical chemists utilize this compound as a reference standard or derivatization agent in the qualitative and quantitative analysis of complex mixtures. Its well-defined structure and distinctive chemical properties enable the calibration of analytical instruments and the enhancement of detection sensitivity for related compounds. By serving as a model substrate or internal standard, it ensures accurate and reproducible results in chromatographic and spectrometric assays, supporting rigorous analytical workflows.

Synthetic Methodology Development: The compound's intricate structure and functional diversity make it an excellent model for testing and developing novel synthetic methodologies. Organic chemists employ it to evaluate new coupling reactions, protective group strategies, or catalytic processes, using its multiple reactive sites to challenge and refine synthetic protocols. Insights gained from these studies contribute to the advancement of carbohydrate chemistry and the broader field of organic synthesis, driving innovation in both academic and industrial research settings.

InChI
InChI=1S/C28H37N3O5S/c1-22(2)21-26(30-28(33)31-16-18-36-19-17-31)27(32)29-24(14-13-23-9-5-3-6-10-23)15-20-37(34,35)25-11-7-4-8-12-25/h3-12,15,20,22,24,26H,13-14,16-19,21H2,1-2H3,(H,29,32)(H,30,33)/b20-15+/t24-,26-/m0/s1
InChI Key
YUMYYTORLYHUFW-MSKIIMLESA-N

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