Fmoc-Leu-Gly-OH is a protected amino acid dipeptide intermediate composed of leucine linked to glycine, bearing an N-(9H-fluoren-9-ylmethoxycarbonyl) (Fmoc) protecting group on the leucine amino terminus. The molecule contains a free carboxylic acid at the glycine end and an unprotected glycine amino group, with the leucine side chain providing an isobutyl hydrophobic functionality while the peptide bond constrains the backbone for stepwise coupling. Fmoc-Leu-Gly-OH is used in peptide synthesis workflows to introduce the Leu-Gly motif under conditions that rely on Fmoc-controlled chemoselectivity for sequential assembly and purification of peptide intermediates.
CAT No: CP27502
CAS No:82007-05-4
Synonyms/Alias:82007-05-4;CTK3E3295;MolPort-023-223-424;ZINC2244303;AKOS025405053;AK175146;Glycine,N-[N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucyl]-;(S)-2-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanamido)aceticacid
Fmoc-Leu-Gly-OH is a dipeptide acid featuring an N-terminal 9H-fluoren-9-ylmethoxycarbonyl (Fmoc) protecting group on the leucine residue and a free C-terminal carboxylic acid on the glycine residue. The structure combines a stereodefined leucine chiral center with a glycine unit that provides conformational flexibility, while the side chain of leucine presents a hydrophobic isobutyl group that can influence peptide folding and binding motifs. The Fmoc carbamate is stable to many coupling conditions yet can be removed under base-promoted deprotection, enabling controlled stepwise chain elongation. The terminal carboxyl group and the remaining peptide amide functionality support downstream coupling, derivatization, and analytical characterization as a protected peptide building block and synthetic intermediate.
1. Peptide Synthesis
Fmoc-Leu-Gly-OH serves as a protected peptide building block for solid-phase peptide synthesis and related stepwise assembly strategies, where the Fmoc group enables iterative N-terminal deprotection and re-coupling. The leucine-glycine sequence provides an amide backbone with a stereogenic residue at leucine and a flexible glycine terminus that can be carried forward as a defined dipeptide fragment. The free C-terminal carboxylic acid participates in peptide coupling chemistry to extend the chain at the glycine end, while the amide linkage maintains compatibility with standard peptide bond-forming conditions. The resulting extended peptides can be used to generate sequence-defined libraries, validate synthetic routes, and support structure-activity relationship studies in peptide science and peptidomimetic development.
2. Chemical Biology Probes
Fmoc-Leu-Gly-OH can be applied in chemical biology workflows that require sequence-specific peptide fragments for labeling, affinity capture, or probe construction. The Fmoc-protected N-terminus allows controlled deprotection to expose a reactive amine for subsequent conjugation steps, while the leucine side chain supports hydrophobic interactions that may improve recognition in peptide-based binding assays. The glycine C-terminal carboxyl group can be transformed into activated derivatives for coupling to linkers, dyes, or functional handles used in biomolecule modification. Downstream probe formats derived from this dipeptide acid can be used to interrogate molecular recognition, map interaction surfaces, or generate tool compounds for biochemical studies.
3. Bioconjugation Chemistry
Fmoc-Leu-Gly-OH is suitable for bioconjugation strategies that rely on protected amino acid and peptide intermediates to manage chemoselectivity during linker installation. The Fmoc carbamate provides orthogonal protection of the N-terminus, enabling selective functionalization at the carboxyl group or controlled exposure of the amine after deprotection. The leucine-glycine motif contributes a defined peptide microenvironment that can be incorporated into larger conjugates such as peptide-tagged polymers, antibody conjugation linkers, or cell-surface binding constructs. The resulting conjugation-ready derivatives derived from this protected dipeptide acid can support manufacturing-relevant intermediate preparation for consistent, sequence-defined bioconjugate synthesis.
4. Pharmaceutical Intermediate Preparation
Fmoc-Leu-Gly-OH can function as a manufacturing-oriented intermediate for producing peptide-based drug candidates, peptidomimetic scaffolds, or process intermediates used in fine chemical synthesis. The protected N-terminus and terminal carboxylic acid align with common peptide synthesis logic, allowing incorporation into longer sequences while maintaining stability during handling and purification. The stereochemical integrity of the leucine residue supports predictable downstream assembly into bioactive peptide analogs and helps preserve sequence fidelity during scale-up. Conversion of the C-terminal acid into coupling-ready forms can enable controlled route design for downstream API-related intermediates and sequence-defined pharmaceutical building blocks.
5. Analytical Standards And SAR Studies
Fmoc-Leu-Gly-OH can be employed as an analytical reference material and structural standard in analytical research focused on peptide synthesis monitoring and structure-activity relationship studies. The combination of Fmoc chromophore and peptide backbone functionality facilitates detection by chromatographic and spectrometric methods, while the defined leucine-glycine sequence provides a consistent fragment for method development. The presence of a free carboxylic acid and an Fmoc-protected amine supports derivatization workflows that help confirm identity, purity trends, and coupling completeness in peptide construction. Sequence-defined derivatives generated from this dipeptide acid can support SAR mapping by enabling reproducible synthesis of analogs that vary at positions beyond the Leu-Gly fragment.
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