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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks Ac-L-Lys-OH

DESCRIPTION

Ac-L-Lys-OH is Nalpha-acetyl-L-lysine. The alpha-amino group is capped as an acetamide, while the lysine epsilon-amino side chain remains free and the carboxyl group is unprotected.

This protection state gives a very different synthetic role from Fmoc-Lys(Boc)-OH. Nalpha acetylation is already part of the structure, while the exposed epsilon amine can participate in acylation, labeling or other side-chain chemistry.

Product Information

Product NameAc-L-Lys-OH
Catalog No.AS4103
CAS No.1946-82-3
Molecular FormulaC8H16N2O3
Molecular Weight188.23 g/mol
Chemical IdentityNalpha-acetyl-L-lysine
Building Block TypeN-alpha-acetylated lysine derivative with free epsilon amine
Primary ApplicationsLysine side-chain derivatization, N-acetyllysine research and analytical/biochemical standards

The Free Epsilon Amine Is the Main Reactive Handle

The lysine side-chain amine can react with activated carboxylates, NHS esters, labels and other amine-selective reagents. If the experimental goal is to compare N-terminal versus lysine-side-chain labeling, the same site-selectivity principles described in our fluorescent labeling guide apply to the final construct.

N-Alpha Acetylation Limits Normal Chain Extension

The alpha amino group is an acetamide and is therefore not a normal nucleophile for peptide elongation. Ac-L-Lys-OH should not be purchased as though “Ac” were a conveniently removable N-protecting group. We consider it most useful when the Nalpha-acetyl state itself is required or when chemistry is intentionally directed through the free epsilon amine.

Compare with Ac-Lys(Z)-OH

In Ac-Lys(Z)-OH the same Nalpha-acetyl motif is retained but the epsilon amine is Cbz-protected. That product is preferable when the side-chain nitrogen must remain silent during other transformations; Ac-L-Lys-OH is preferable when the epsilon amine is the desired reaction site.

Procurement and QC Considerations

Confirm CAS 1946-82-3, C8H16N2O3, MW 188.23 g/mol and L stereochemistry. Public safety records classify Nalpha-acetyl-L-lysine as harmful if swallowed and as a skin, eye and respiratory irritant. For analytical applications, water content and assay can matter because this is a small, polar amino-acid derivative.

Product Documents

A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.

MSDS_Ac-L-Lys-OH_AS4103

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 amino group is acetylated in Ac-L-Lys-OH?

The alpha-amino group is acetylated; the lysine epsilon-amino side chain remains free.

Can the free epsilon amine be derivatized?

Yes. It is the principal amine handle for side-chain acylation or labeling.

Is Ac-L-Lys-OH a standard protected lysine for SPPS?

No. Nalpha acetylation is a stable structural modification rather than a routine temporary Fmoc/Boc-type protection.

Related Technical Resources

Compare Ac-Lys(Z)-OH when epsilon-amino protection is required.

Explore custom N-acetylated and lysine-modified peptide synthesis.

Research Use Only.

Ac-L-Lys-OH

Catalog No: AS4103
Cas No: 1946-82-3

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