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808350

Sigma-Aldrich

TokeOni

Sinônimo(s):

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 (Notação de Hill):
C16H19ClN2O2S · xHCl
Peso molecular:
338.85 (free base basis)
Código UNSPSC:
12352103
ID de substância PubChem:
329769097
NACRES:
NA.23

forma

powder

Nível de qualidade

100

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

PZCNKVAGZCXXHX-SSRSOBHISA-N

Descrição geral

  • 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).

Aplicação

  • Bioimaging.
  • in vivo imaging.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
MKCQ4657
MKCQ4660
MKCP6720
MKCN1137
MKCN1136

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Synthesis and luminescence properties of biphenyl-type firefly luciferin analogs with a new, near-infrared light-emitting bioluminophore.
Chihiro M, et al.
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Development of simple firefly luciferin analogs emitting blue, green, red and near-infrared biological window light.
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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

Artigos

TokeOni Analog - seMpai: Properties and Applications

Overall results suggest that seMpai is a suitable substrate of near-infrared BLI for many biological experiments. Its high solubility in neutral buffer conditions further extends the bioluminescent application of TokeOni derivatives.

TokeOni: Properties and Applications

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.

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