$344.00 - $1033.00
H-α-Me-Lys(Boc)-OH is an α-methyl-L-lysine derivative with a free α-amino group and Boc protection on the lysine ε-amino group. It is a synthetic intermediate rather than a ready-to-use Fmoc-SPPS monomer, which makes the protection state the first practical question when selecting this SKU.
The methyl group is located on the α-carbon. It is not an Nε-methyllysine building block. This distinction is chemically important because α-methylation changes backbone substitution and conformational freedom, while side-chain N-methylation changes the lysine amino functionality itself.
Product Information
| Product Name | H-α-Me-Lys(Boc)-OH |
| Catalog No. | AS2125 |
| CAS No. | 1202003-44-8 |
| Molecular Formula | C12H24N2O4 |
| Molecular Weight | 260.33 g/mol |
| Chemical Identity | (S)-2-amino-6-(Boc-amino)-2-methylhexanoic acid |
| Building Block Type | Nε-Boc-protected α-methyl lysine |
| Primary Applications | Custom Nα protection, solution-phase synthesis, α-methyllysine derivatization and noncanonical peptide chemistry |
Free Nα Amine vs Fmoc-Protected α-Methyllysine
H-α-Me-Lys(Boc)-OH gives the chemist direct access to the α-amino group. That is useful when a different N-protecting group is required or when the compound is being used in solution-phase derivatization. For routine Fmoc-SPPS, the directly related Fmoc-α-Me-Lys(Boc)-OH is the more immediately compatible protection state.
α-Methylation Is a Backbone Modification
The extra α-methyl group increases steric substitution around the peptide backbone and can restrict accessible conformations after incorporation. In peptide SAR, that can alter protease sensitivity, turn preference or target recognition. These effects are position-dependent. Our review of α-methyl and other noncanonical amino acids in peptide design places this type of modification in a broader medicinal-chemistry context.
Boc Protects the Lysine Side-Chain Amine
The ε-amino group is Boc-protected so that it does not compete during Nα derivatization or peptide-bond formation. Boc is acid-labile. When a new Nα protecting group is installed, the planned order of Nα manipulation, coupling and Boc removal should be considered before synthesis begins.
Procurement and QC Considerations
Confirm CAS 1202003-44-8, C12H24N2O4, MW 260.33 g/mol and S configuration. The COA should support a free α-amino group, Nε-Boc protection and α-carbon methylation. These three structural features distinguish the product from related lysine derivatives that can otherwise be confused by shorthand naming.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
MSDS_H-alpha-Me-LysBoc-OH_AS2125
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
Is H-α-Me-Lys(Boc)-OH ready for standard Fmoc-SPPS?
Not directly. The α-amino group is free, so an appropriate Nα protection strategy must be chosen first.
Where is the methyl group located?
It is attached to the α-carbon, not to the lysine ε-amino group.
When would I choose this form instead of Fmoc-α-Me-Lys(Boc)-OH?
Choose the H-form when you need direct control over Nα derivatization or want to install a different temporary protecting group.
Related Technical Resources
For incorporation of α-methyllysine into a complete sequence, see our noncanonical and modified peptide synthesis service.