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902268

Sigma-Aldrich

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
UNSPSC Code:
12352106
NACRES:
NA.23

description

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

form

powder

color

black to yellow-brown

storage temp.

−20°C

Related Categories

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.

Application

Applications:
  • Bioimaging
  • In vivo imaging

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)

Articles

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.

TokeOni Analog - seMpai: Properties & Applications

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

Synthesis and Applications of Graphene Nanoribbons Synthesized

Graphene nanoribbons (GNRs) are quasi-one-dimensional narrow strips of graphene comprised of sp2-hybridized carbon atoms arranged into hexagonal honeycomb lattice configurations.

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