N-ε-propargyloxycarbonyl-L-lysine hydrochloride

• CAT Number: I018958
• CAS Number: 1428330-91-9
• Molecular Formula: C10H17ClN2O4
• Molecular Weight: 264.71
• Purity: ≥95%
• Synonyms: (2S)-2-amino-6-(prop-2-ynoxycarbonylamino)hexanoic acid;hydrochloride
• InChI: InChI=1S/C10H16N2O4.ClH/c1-2-7-16-10(15)12-6-4-3-5-8(11)9(13)14;/h1,8H,3-7,11H2,(H,12,15)(H,13,14);1H/t8-;/m0./s1
• InChIKey: ZYUXGVUWYHHZTD-QRPNPIFTSA-N
• SMILES: C#CCOC(=O)NCCCCC(C(=O)O)N.Cl

N-ε-propargyloxycarbonyl-L-lysine (H-L-Lys(Poc)-OH) hydrochloride is a lysine-based unnatural amino acid (UAA). N-ε-propargyloxycarbonyl-L-lysine is widely used for bio-conjugation of fluorescent probes in diverse organisms from E. coli to mammalian cells even in animals[1][2]. N-ε-propargyloxycarbonyl-L-lysine (hydrochloride) is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
Labeling of N-ε-propargyloxycarbonyl-L-lysine (H-L-Lys(Poc)-OH) hydrochloride-carrying cellular proteins, such as Sec61β, Htt74Q and the histone H3 variant H3.3, with a sensitive Raman tag by click chemistry for molecular hyperspectral SRS imaging[1].

Reference

[1]. Kyung Jin Lee, et al. Site-Specific Labeling of Proteins Using Unnatural Amino Acids. Mol Cells. 2019 May 31;42(5):386-396.
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[2]. Enke HEIKE, et al. Modified microcystins and nodularins.WO2018206715A2