LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate

LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate integrates nitroaromatic functionality with hydrophobic and polar residues, creating a versatile scaffold for interaction studies. The methyl ester supports controlled hydrolysis assays. Researchers evaluate conformational effects and solubility across conditions. Applications include ligand design, analytic chemistry, and sequence optimization.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate(CAS 99764-63-3)

CAT No: R2487

CAS No:99764-63-3

Synonyms/Alias:99764-63-3;LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate;H-Leu-Ser-p-nitro-Phe-Nle-Ala-Leu-OMe trifluoroacetate salt;methyl (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-nitrophenyl)propanoyl]amino]hexanoyl]amino]propanoyl]amino]-4-methylpentanoate;2,2,2-trifluoroacetic acid;H-Leu-Ser-Phe(NO2)-Nle-Ala-OMe (TFA);H-LEU-SER-P-NITRO-PHE-NLE-ALA-LEU-OME TFA;(2S,5S,8S,11S,14S,17S)-Methyl 17-amino-8-butyl-14-(hydroxymethyl)-2-isobutyl-5,19-dimethyl-11-(4-nitrobenzyl)-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazaicosan-1-oate 2,2,2-trifluoroacetate;MFCD00211055;HY-P3725;H-Leu-Ser-Phe(NO2)-Nle-Ala-OMe TFA;DA-54036;FL110873;CS-0619899;H-Leu-Ser-P-Nitro-Phe-Nle-Ala-Leu-OMe-Tfa;G85478;

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M.F/Formula
C36H56F3N7O12
M.W/Mr.
835.9
Sequence
One Letter Code:LSXXAL
Three Letter Code:H-Leu-Ser-Phe(4-NO2)-Nle-Ala-Leu-OMe.TFA

LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate is a synthetic peptide derivative featuring a nitro-substituted LSF motif, norleucine (Nle), and an alanine-leucine (AL) dipeptide core, with a methyl ester modification and trifluoroacetate salt form. As a structurally tailored peptide compound, it is designed to support advanced research in peptide chemistry, molecular recognition, and structure-activity relationship studies. The presence of the nitro group, non-canonical amino acid residue, and esterified C-terminus collectively enhance its utility for probing biochemical pathways, optimizing peptide-based probes, and facilitating structure-guided investigations in both academic and industrial settings.

Peptide Synthesis Optimization: As a functionalized peptide building block, LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate is highly valuable for solid-phase peptide synthesis (SPPS) and solution-phase assembly strategies. Its protected methyl ester group provides controlled reactivity at the C-terminus, enabling selective elongation or conjugation in synthetic workflows. Researchers utilize such modified peptides to construct complex peptide libraries, optimize sequence-specific modifications, and streamline the synthesis of analogs for functional screening.

Structure-Activity Relationship Studies: The unique combination of a nitro-substituted aromatic motif, norleucine, and methyl ester modification makes this peptide derivative an ideal tool for structure-activity relationship (SAR) investigations. By incorporating this compound into peptide analogs, researchers can systematically evaluate the impact of side-chain modifications and terminal protection on biological activity, molecular stability, and target binding affinities, thereby informing rational design of next-generation peptide probes or inhibitors.

Biochemical Mechanism Elucidation: Modified peptides such as LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate serve as valuable probes for elucidating biochemical mechanisms involving peptide-protein or peptide-enzyme interactions. The presence of a nitro group can introduce electron-withdrawing effects, potentially altering interaction profiles with target biomolecules. This enables detailed mechanistic studies into substrate specificity, catalytic mechanisms, or recognition motifs within a variety of biochemical systems.

Peptide-Protein Interaction Analysis: In studies focused on molecular recognition and binding specificity, this peptide compound can be employed as a model ligand or competitor in assays designed to characterize peptide-protein interactions. Its distinct chemical features allow for the interrogation of binding pocket preferences, mapping of interaction hot spots, and validation of computational docking predictions. Such applications are critical for drug discovery, biomolecular engineering, and the development of diagnostic reagents.

Analytical Method Development: The defined structure and chemical modifications present in LSF(NO2)-Nle-AL-Methyl Ester Trifluoroacetate make it a suitable standard or reference material in analytical method development. It can be utilized to calibrate chromatographic or mass spectrometric techniques, validate peptide quantitation protocols, and assess the performance of peptide separation methods. Its stability and detectability facilitate robust analytical workflows in peptide-focused research laboratories and quality control environments.

InChI
InChI=1S/C34H55N7O10.C2HF3O2/c1-8-9-10-25(31(45)36-21(6)29(43)39-27(16-20(4)5)34(48)51-7)37-32(46)26(17-22-11-13-23(14-12-22)41(49)50)38-33(47)28(18-42)40-30(44)24(35)15-19(2)3;3-2(4,5)1(6)7/h11-14,19-21,24-28,42H,8-10,15-18,35H2,1-7H3,(H,36,45)(H,37,46)(H,38,47)(H,39,43)(H,40,44);(H,6,7)/t21-,24-,25-,26-,27-,28-;/m0./s1
InChI Key
PEGIZLVJXSOCEX-HAYWJZKBSA-N

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