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H-Lys(Z)-OH is Nε-Cbz-L-lysine. The lysine side-chain ε-amino group is protected with benzyloxycarbonyl (Z/Cbz), while the α-amino group and α-carboxyl group remain free.
This protection pattern is valuable in routes that need to manipulate or acylate the α-amino function while suppressing reaction at the lysine side chain. It is different from Nα-Cbz-Lys derivatives and from Fmoc-Lys(Z)-OH, where the α-amino group is also protected.
Product Information
| Product Name | H-Lys(Z)-OH |
| Chemical Name | Nε-Cbz-L-lysine |
| Catalog No. | AS2013 |
| CAS No. | 1155-64-2 |
| Molecular Formula | C14H20N2O4 |
| Molecular Weight | 280.32 g/mol |
| Compound Type | Side-chain Nε-Cbz-protected L-lysine |
| Primary Research Use | Orthogonally protected lysine intermediate for solution-phase and specialty peptide chemistry |
Side-Chain-Selective Lysine Protection
Protecting Nε helps prevent side-chain acylation or branching during transformations at Nα. After the desired Nα chemistry is complete, the Cbz-protected side chain can be handled according to the overall deprotection strategy.
The free carboxyl group also allows esterification, activation, or fragment coupling in solution-phase synthesis.
How H-Lys(Z)-OH Differs from Fmoc-Lys Derivatives
H-Lys(Z)-OH has a free α-amino group. In routine Fmoc-SPPS, a reagent with Nα-Fmoc protection is usually more directly chain compatible.
For alternative lysine protection patterns and orthogonal handles, compare specialty peptide building blocks.
Procurement Identity
The positional designation Nε-Cbz should be stated in technical documentation because “Cbz-Lys” can otherwise be ambiguous. CAS 1155-64-2, formula, and lot-specific analytics support exact identification.
Product Documents
The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.
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
Which lysine amino group is Cbz-protected?
The side-chain ε-amino group is Cbz-protected; the α-amino group remains free.
Is H-Lys(Z)-OH an Fmoc-SPPS building block?
Not in the standard sense because Nα is not Fmoc-protected. It is more naturally used as a solution-phase intermediate or precursor.
What does Z mean?
Z is a common abbreviation for the benzyloxycarbonyl (Cbz) protecting group.