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Fmoc-Lys(iPr,Boc)-OH is Nα-Fmoc-Nε-isopropyl-Nε-Boc-L-lysine. The lysine side-chain nitrogen carries an isopropyl substituent that remains part of the final residue, while Boc protects that same nitrogen during synthesis.
This reagent is used when Lys(iPr) is an intentional sequence feature rather than a generic lysine substitute. The side-chain modification changes steric bulk, basicity and spatial presentation at the ε-nitrogen while retaining an Fmoc-compatible α-amino protecting group.
Product Information
| Product Name | Fmoc-Lys(iPr,Boc)-OH |
| Catalog No. | AS4182 |
| CAS No. | 201003-48-7 |
| Molecular Formula | C29H38N2O6 |
| Molecular Weight | 510.63 g/mol |
| Material / Building Block Type | Fmoc-protected Nε-isopropyl/Nε-Boc L-lysine |
| Primary Applications | Installation of Lys(iPr) residues; GnRH/LHRH antagonist analog research; modified-lysine peptide SAR; noncanonical Fmoc-SPPS |
Application Scope in Modified Lysine Peptides
Lys(iPr) is relevant to peptide SAR programs that evaluate N-substituted lysine side chains, including GnRH/LHRH antagonist-type sequence design and other cationic peptide systems. It can be used to separate the effect of lysine side-chain length from the effect of N-alkyl substitution.
Protection Strategy and Coupling Behavior
Fmoc controls the α-amino group while Nε-Boc protects the isopropylated side-chain nitrogen during chain assembly. The reagent is designed for Fmoc-SPPS, but steric substitution around the ε-nitrogen makes the protection map worth checking carefully when additional lysine-side-chain chemistry is planned.
Analytical Identity and QC
Confirm CAS 201003-48-7, C29H38N2O6, MW 510.63 g/mol, L stereochemistry and the Nε-isopropyl/Nε-Boc arrangement. Mass confirms composition but does not establish enantiomeric identity or the position of N-alkylation.
For complete sequences containing Lys(iPr), Alan Scientific can evaluate residue placement, synthesis scale and purification through custom peptide synthesis.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
What remains after deprotection?
The side-chain isopropyl substituent remains; Fmoc and Boc are temporary protecting groups.
Is Lys(iPr) the same as isoleucine or leucine?
No. Lys(iPr) is a lysine-derived residue with an N-isopropylated ε-amino group.
Can LC-MS confirm the L configuration?
No. Chiral identity requires stereochemistry-specific documentation or analysis.
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