938645

N⁶-[[(1α,8α,9α)-Bicyclo[6.1.0]non-4-yn-9-ylmethoxy]carbonyl]-L-lysine

≥95%

• Synonym(s): L-Lysine, N⁶-[[(1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethoxy]carbonyl]-, Nε-(((1R,8S)-Bicyclo[6.1.0]non-4-yn-9-ylmethoxy)carbonyl)-L-lysine
• Empirical Formula (Hill Notation): C₁₇H₂₆N₂O₄
• CAS Number: 1384100-45-1
• Molecular Weight: 322.40
• MDL number: MFCD26793798

Properties

• Quality Level: 100
• assay: ≥95%
• form: powder or crystals
• color: white to off-white
• storage temp.: 2-8°C
• SMILES string: C(OC(NCCCC[C@@H](C(O)=O)N)=O)[C@H]1[C@]2([C@@]1(CCC#CCC2)[H])[H]
• InChI: InChI=1S/C17H26N2O4/c18-15(16(20)21)9-5-6-10-19-17(22)23-11-14-12-7-3-1-2-4-8-13(12)14/h12-15H,3-11,18H2,(H,19,22)(H,20,21)/t12-,13+,14+,15-/m0/s1
• InChI key: QLDVOCPEKYLEOT-YJNKXOJESA-N

Description

Application

N⁶-[[(1α,8α,9α)-Bicyclo[6.1.0]non-4-yn-9-ylmethoxy]carbonyl]-L-lysine is particularly suited for the labeling and crosslinking of proteins on the surface of live mammalian cells. Its high reactivity and biocompatibility allow for the precise modification of target proteins with minimal off-target effects and without compromising cell viability. This capability is crucial for studying protein dynamics, interactions, and functions in real time, providing insights into cellular processes that were previously unattainable with traditional biochemical methods.

Features and Benefits

N⁶-[[(1α,8α,9α)-Bicyclo[6.1.0]non-4-yn-9-ylmethoxy]carbonyl]-L-lysine unique structure, offers unparalleled reactivity towards azide-functionalized biomolecules facilitating rapid and specific conjugation reactions without the need for cytotoxic copper catalysts.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable