938645
N6-[[(1α,8α,9α)-Bicyclo[6.1.0]non-4-yn-9-ylmethoxy]carbonyl]-L-lysine
≥95%
别名:
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
质量水平
方案
≥95%
表单
powder or crystals
颜色
white to off-white
储存温度
2-8°C
SMILES字符串
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
应用
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.
特点和优势
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.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
法规信息
新产品
此项目有
历史批次信息供参考:
Genetic Encoding of bicyclononynes and trans-cyclooctenes for site-specific protein labeling in vitro and in live mammalian cells via rapid fluorogenic Diels-Alder reactions
Lang K, et al.
Journal of the American Chemical Society, 134(25), 10317-10320 (2012)
Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation
Borrmann A, et al.
Chembiochem, 13(14), 2094-2095 (2012)
Strain-promoted sydnone bicyclo-[6.1.0]-nonyne cycloaddition?Electronic supplementary information (ESI) available: Full experimental details, 1H/13C NMR spectral data, protein synthesis and purification. See DOI: 10.1039/c3sc53332h
Wallace S, et al.
Chemical Science, 5(5), 1742-1744 (2014)
Kathrin Lang et al.
Journal of the American Chemical Society, 134(25), 10317-10320 (2012-06-15)
Rapid, site-specific labeling of proteins with diverse probes remains an outstanding challenge for chemical biologists. Enzyme-mediated labeling approaches may be rapid but use protein or peptide fusions that introduce perturbations into the protein under study and may limit the sites
Gong Zhang et al.
ACS central science, 2(5), 325-331 (2016-06-10)
Selective manipulation of protein kinases under living conditions is highly desirable yet extremely challenging, particularly in a gain-of-function fashion. Here we employ our recently developed bioorthogonal cleavage reaction as a general strategy for intracellular activation of individual kinases. Site-specific incorporation
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