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Merck
CN

902268

seMpai

Synonym(s):

DP3-Na, TokeOni analogue, water-soluble NIR emission luciferin analogue, 2-[(1E,3E)-6-[3-(dimethylamino)pyridine]-1,3-butadien-1-yl]-4,5-dihydro-(4S)-4-thiazolecarboxylic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C15H16N3NaO2S
Molecular Weight:
325.36
NACRES:
NA.23
UNSPSC Code:
12352106
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description

Purity: mixture of D (80% min.) and L (20% max.) forms

form

powder

color

black to yellow-brown

storage temp.

−20°C

Application

Applications:
  • Bioimaging
  • In vivo imaging

General description

2-[(1E,3E)-6-[3-(dimethylamino)pyridine]-1,3-butadien-1-yl]-4,5-dihydro-(4S)-4-thiazolecarboxylic acid sodium salt (DP3-Na) is a new NIR emission luciferin analog having luminescence peak at 670 ~ 680 nm with a peak range in the near-infrared (NIR) region with the enhanced solubility in water.
Luciferin is a generic term for the light-emitting compound found in organisms that generate bioluminescence.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Synthesis and Luminescence Properties of Near-Infrared N-Heterocyclic Luciferin Analogues for In Vivo Optical Imaging.
Saito R, et al.
Bulletin of the Chemical Society of Japan, 92(3), 182-8585 (2018)
High Sensitivity In Vivo Imaging of Cancer Metastasis Using a Near-Infrared Luciferin Analogue seMpai
Nakayama J, et al.
International Journal of Molecular Sciences, 21(21), 7896-7896 (2020)
Visualization of activity-regulated BDNF expression in the living mouse brain using non-invasive near-infrared bioluminescence imaging.
Fukuchi M, et al.
Molecular Brain, 13(1), 122-122 (2020)
Quantum yield improvement of red-light-emitting firefly luciferin analogues for in vivo bioluminescence imaging
Kiyama M, et al.
Tetrahedron, 74(6), 652- 660 (2018)

Articles

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.

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