Description

(S)-N-alpha-Fmoc-N-epsilon-boc-alpha-methyllysine (CAS: 1202003-49-3) is a high-purity, protected amino acid derivative designed for advanced peptide synthesis and research applications. This compound features an Fmoc (9-fluorenylmethoxycarbonyl) group at the N-alpha position and a Boc (tert-butoxycarbonyl) group at the N-epsilon position, providing orthogonal protection for selective deprotection during solid-phase peptide synthesis (SPPS). Its molecular formula, C₂₇H₃₄N₂O₆, ensures compatibility with automated peptide synthesizers and manual synthesis protocols. Ideal for researchers and pharmaceutical developers, this product is rigorously tested for purity (>95% by HPLC) and stability, making it a reliable choice for constructing complex peptides with modified lysine residues. Packaged under inert conditions to prevent degradation, it is suitable for use in drug discovery, bioconjugation, and structural biology studies.

Properties

• CAS Number: 1202003-49-3
• Complexity: 728
• IUPAC Name: (2S)-6-(tert-butoxycarbonylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-hexanoic acid
• InChI: InChI=1S/C27H34N2O6/c1-26(2,3)35-24(32)28-16-10-9-15-27(4,23(30)31)29-25(33)34-17-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,22H,9-10,15-17H2,1-4H3,(H,28,32)(H,29,33)(H,30,31)/t27-/m0/s1
• InChI Key: MYQXEVZHWDILHG-MHZLTWQESA-N
• Exact Mass: 482.24168681
• Molecular Formula: C27H34N2O6
• Molecular Weight: 482.6
• SMILES: C[C@](CCCCNC(=O)OC(C)(C)C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Topological: 114
• Monoisotopic Mass: 482.24168681
• Synonyms: 1202003-49-3, (S)-N-ALPHA-FMOC-N-EPSILON-BOC-ALPHA-METHYLLYSINE, 851-933-2, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid, FMoc-alpha-Me-Lys(Boc)-OH, (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid, Fmoc-(Me)Lys(Boc)-OH, FMoc-|A-Me-Lys(Boc)-OH, (S)-Na-Fmoc-Nw-Boc-alpha-methyllysine, (2s)-6-(tert-butoxycarbonylamino)-2-(9h-fluoren-9-ylmethoxycarbon Ylamino)-2-methyl-hexanoic Acid, FMoc-alpha-Me-Lys(Boc)-OH;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid, MFCD17019258, Fmoc-?-Me-Lys(Boc)-OH, SCHEMBL28707925, C27H34N2O6, AKOS025290688, DS-7565, FF71856, CS-0101052, F12125, N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-lysine, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoicacid, FMoc–Me-Lys(Boc)-OH;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid

(S)-N-alpha-Fmoc-N-epsilon-boc-alpha-methyllysine is widely used in peptide synthesis to introduce methylated lysine residues, which are critical for studying post-translational modifications and protein-protein interactions. Its dual protection strategy allows for sequential deprotection, enabling precise control over peptide assembly. This compound is particularly valuable in developing therapeutic peptides and peptidomimetics targeting epigenetic regulation. Researchers also utilize it to investigate lysine methylation’s role in histone modification and cellular signaling pathways.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.