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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C17H26N2O4
CAS Number:
Molecular Weight:
322.40
NACRES:
NA.21
MDL number:
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Quality Level

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Global Trade Item Number

SKUGTIN
938645-5MG04065271180598