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Merck

808350

Sigma-Aldrich

TokeOni

Sinónimos:

2-[(1E,3E)-4-[4-(Dimethylamino)phenyl]-1,3-butadien-1-yl]-4,5-dihydro-(4S)-4-thiazolecarboxylic acid hydrochloride salt, AkaLumine-HCl, Soluble NIR emission luciferin

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About This Item

Fórmula empírica (notación de Hill):
C16H19ClN2O2S · xHCl
Peso molecular:
338.85 (free base basis)
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

form

powder

Quality Level

storage temp.

−20°C

SMILES string

CN(C)C1=CC=C(/C=C/C=C/C2=N[C@@H](C(O)=O)CS2)C=C1.[H]Cl

InChI

1S/C16H18N2O2S.ClH/c1-18(2)13-9-7-12(8-10-13)5-3-4-6-15-17-14(11-21-15)16(19)20;/h3-10,14H,11H2,1-2H3,(H,19,20);1H/b5-3+,6-4+;/t14-;/m1./s1

InChI key

PZCNKVAGZCXXHX-SSRSOBHISA-N

General description

  • Luciferin is a generic term for the light-emitting compound found in organisms that generate bioluminescence.
  • TokeOni is a new NIR emission luciferin analogue having luminescence peak at 670 ~ 680 nm with a peak range in the near-infrared (NIR) region.
  • TokeOni has the enhanced solubility of >10 mg/mL compared to HCl free (0.2 mg/mL).

Application

  • Bioimaging.
  • in vivo imaging.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Synthesis and luminescence properties of biphenyl-type firefly luciferin analogs with a new, near-infrared light-emitting bioluminophore.
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Tetrahedron, 69(46), 9726-9734 (2013)
Development of simple firefly luciferin analogs emitting blue, green, red and near-infrared biological window light.
Satoshi I, et al.
Tetrahedron, 69(19), 3847-3856 (2013)
Gi Bum Kim et al.
Cell, 179(1), 251-267 (2019-09-21)
In situ transgenesis methods such as viruses and electroporation can rapidly create somatic transgenic mice but lack control over copy number, zygosity, and locus specificity. Here we establish mosaic analysis by dual recombinase-mediated cassette exchange (MADR), which permits stable labeling

Artículos

Bioluminescence imaging (BLI) systems allows for high-sensitive and noninvasive monitoring of cell proliferation, activity of signaling pathways and protein-protein interactions in living tissues.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

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