Aloc-L-Nle(6-OH)-OH*DCHA is an Alloc-protected, free-carboxylic acid amino acid derivative featuring an L-configured side chain based on norleucine bearing a hydroxyl substituent at the 6-position. The molecule contains an amino functionality and a carboxylic acid group while the amino group is protected by an allyloxycarbonyl (Alloc) group, and the "*DCHA" indicates formation as a dicyclohexylamine (DCHA) salt that modulates the solid-state counterion environment and handling without changing the covalent amino acid framework. In peptide and chemical biology workflows, the Alloc-protected amino acid is used as a building block for stepwise assembly of modified peptides or peptide analogues through controlled deprotection and subsequent coupling, while the side-chain 6-hydroxyl group provides an additional functional handle for further derivatization or for incorporation into structure-activity and labeling studies.
CAT No: CP25251
CAS No:1263045-06-2
Chemical Name:N-alpha-Allyloxycarbonyl-6-hydroxy-L-norleucine dicyclohexylamine
Aloc-L-Nle(6-OH)-OH*DCHA is an Aloc-protected, amino acid building block derived from L-norleucine bearing a hydroxylated side chain at the 6-position, supplied as a DCHA salt to support handling and consistent salt formation. The allyloxycarbonyl (Aloc) group provides a removable protecting strategy commonly used in peptide and segment assembly workflows where selective deprotection is required. The free carboxylic acid and side-chain alcohol enable downstream functionalization or incorporation into hydroxyl-bearing peptide sequences for structure-property studies and medicinal chemistry lead optimization.
1. Solid-Phase Peptide Synthesis
Aloc-L-Nle(6-OH)-OH*DCHA is used by peptide synthesis teams to introduce a hydroxyl-functionalized norleucine analog into peptide chains while maintaining orthogonal protection of the amino functionality. The Aloc group supports controlled deprotection during stepwise assembly, which is valuable when building longer sequences or when side-chain compatibility must be preserved through multiple coupling and deprotection cycles. Researchers developing hydroxyl-containing peptides for SAR studies, protease substrate panels, or peptide material scaffolds rely on this building block to place a defined secondary alcohol side chain at a specific position in the sequence.
2. Medicinal Chemistry Peptidomimetics
Aloc-L-Nle(6-OH)-OH*DCHA is commonly selected in medicinal chemistry programs that prepare peptidomimetic fragments and analog libraries where side-chain hydroxyl functionality is used to tune polarity, hydrogen-bonding patterns, and local conformational preferences. The protected amino acid format supports integration into solution-phase or hybrid fragment assembly strategies used for lead optimization, especially when multiple functional groups must be carried through intermediate stages without premature exposure. Medicinal chemistry groups also value the defined stereochemistry of the L-amino acid backbone to maintain consistent geometry across analog sets used for structure-activity relationship comparisons.
3. Peptide Library Hydroxyl Variants
Aloc-L-Nle(6-OH)-OH*DCHA supports peptide library construction where systematic variation of hydroxyl-bearing side chains is required for mapping structure-property relationships. By providing a protected amino acid with a side-chain alcohol at the 6-position, it enables parallel synthesis of peptide variants that differ in hydrogen-bonding capacity and solvent interactions while keeping the backbone configuration consistent. This approach is frequently used in academic and industrial settings to generate focused libraries for binding studies, stability screening workflows, or material-interaction investigations where hydroxyl placement and side-chain identity are treated as design variables.
4. Pharmaceutical Intermediate Fragment Building
Aloc-L-Nle(6-OH)-OH*DCHA is also applied as a protected amino acid intermediate for assembling hydroxyl-functional amino acid fragments that feed into downstream pharmaceutical intermediate development. Process and development chemists use the Aloc-protected format to manage protecting-group timing during intermediate elaboration, while the side-chain alcohol offers a functional handle for later derivatization steps in fragment synthesis campaigns. In custom peptide manufacturing and intermediate supply workflows, the DCHA salt form helps standardize material handling and supports reproducible input across batch preparations where consistent salt form and physical behavior are important.
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