Boc-Lys(Me)2-OH

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27333

CAS No:65671-53-6

Synonyms/Alias:BOC-LYS(ME)2-OH;65671-53-6;BOC-LYS2-OH;SCHEMBL3004548;CTK2F2693;KPXRFYHPDPDJSY-JTQLQIEISA-N;MolPort-006-705-657;ZINC2555032;ANW-42441;KM0940;AKOS015998941;Nalpha-Boc-Nepsilon-dimethyl-L-lysine;AJ-39678;AK-90345;ST24030206;W7689;2(S)-(+)-tert-Butoxycarbonylamino-6-dimethylaminohexanoicacid;L-Lysine,N2-[(1,1-dimethylethoxy)carbonyl]-N6,N6-dimethyl-;(2S)-2-[(tert-butoxycarbonyl)amino]-6-(dimethylamino)hexanoicacid;(S)-2-(tert-Butoxycarbonylamino)-6-(dimethylamino)hexanoicacid

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cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C13H26N2O4
M.W/Mr.
274.36

Boc-Lys(Me)2-OH is a Boc-protected lysine building block bearing a dimethyl-substituted side-chain amine (Me)2 functionality, supplied as a protected amino acid for controlled incorporation into peptide sequences. The tert-butoxycarbonyl (Boc) group provides N-terminal protection for stepwise peptide assembly, while the side-chain substitution pattern supports downstream handling as a defined lysine variant during synthesis and intermediate preparation.

1. Protected Peptide Building Block

Boc-Lys(Me)2-OH is used by peptide chemistry groups to assemble lysine-containing peptide segments where a dimethylated lysine side-chain is required as a defined structural element. The Boc protection enables routine peptide coupling workflows, supporting reproducible segment condensation and purification in custom peptide synthesis and peptide library construction. Researchers commonly select this protected lysine derivative when they need a specific lysine side-chain substitution state to probe structure-property relationships, to control charge distribution in peptide materials, or to generate peptide standards for analytical studies.

2. Peptide Library And SAR Studies

Boc-Lys(Me)2-OH is frequently incorporated into focused peptide libraries for structure-activity relationship (SAR) investigations and chemical biology screening campaigns that require systematic variation of lysine side-chain substitution. By using a pre-defined protected lysine derivative, developers can standardize the side-chain chemistry across analogs, improving comparability between sequence variants and enabling clearer interpretation of downstream binding, processing, or stability readouts in in vitro assays. Medicinal chemistry teams and academic peptide cores also use this building block to prepare analog panels where lysine dimethylation is treated as a structural "handle" rather than a post-synthetic modification.

3. Pharmaceutical Intermediate Development

Boc-Lys(Me)2-OH serves as a practical intermediate for manufacturing workflows that require a protected lysine motif with a controlled dimethylated side-chain amine. Process chemists and intermediate development teams use such amino acid derivatives to build higher-complexity fragments that later undergo deprotection, activation, or further functionalization steps to reach target scaffolds. The Boc-protected form supports handling stability during multi-step synthesis, while the side-chain substitution pattern provides a defined amine functionality for subsequent derivatization toward peptidomimetic structures and related medicinal chemistry intermediates.

4. Chemical Biology Probe Synthesis

Boc-Lys(Me)2-OH is applied in chemical biology and proteomics-adjacent workflows where lysine dimethylation chemistry is represented directly within peptide constructs used as probes, reference materials, or assay components. Peptide probe developers use this building block to generate defined lysine-containing peptides that can be used for method development in mass spectrometry-based characterization or for testing workflows that rely on consistent side-chain identity. Because the lysine side-chain is introduced in a protected, substitution-defined form, it supports reproducible probe synthesis for studies requiring controlled amine chemistry rather than heterogeneous post-synthetic modification.

Size
1 g;5 g;
InChI
1S/C13H26N2O4/c1-13(2,3)19-12(18)14-10(11(16)17)8-6-7-9-15(4)5/h10H,6-9H2,1-5H3,(H,14,18)(H,16,17)/t10-/m0/s1
InChI Key
KPXRFYHPDPDJSY-JTQLQIEISA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCCN(C)C)C(=O)O

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