MedKoo Cat#: 465342 | Name: seMpai
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

seMpai is a novel AkaLumine analog, acting as an NIR emission luciferin with the enhanced solubility in water. seMpai exhibits an emission maximum at 675 nm upon the firefly luciferin-luciferase (L-L) reaction. seMpai bioluminescence imaging (BLI) could detect micro-signals near the liver without any background signal. The solution of seMpai was neutral; therefore, seMpai imaging did not cause any adverse effect in mice. seMpai enabled a highly sensitive in vivo BLI as compared to previous techniques. seMpai BLI system can be used for in vivo imaging in the fields of life sciences and medicine.

Chemical Structure

seMpai
CAS#1821155-77-4 (free acid)

Theoretical Analysis

MedKoo Cat#: 465342

Name: seMpai

CAS#: 1821155-77-4 (free acid)

Chemical Formula: C15H17N3O2S

Exact Mass: 303.1041

Molecular Weight: 303.38

Elemental Analysis: C, 59.39; H, 5.65; N, 13.85; O, 10.55; S, 10.57

Price and Availability

Size Price Availability Quantity
1mg USD 90.00 Ready to Ship
5mg USD 350.00 Ready to Ship
10mg USD 550.00 Ready to Ship
25mg USD 950.00 Ready to Ship
50mg USD 1,650.00 Ready to Ship
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Related CAS #
Synonym
sempai; DP3; DP-3; DP 3;
IUPAC/Chemical Name
(S)-2-((1E,3E)-4-(5-(dimethylamino)pyridin-2-yl)buta-1,3-dien-1-yl)-4,5-dihydrothiazole-4-carboxylic acid
InChi Key
WGXDAPPPMLTSSC-ORQLPXSXSA-N
InChi Code
InChI=1S/C15H17N3O2S/c1-18(2)12-8-7-11(16-9-12)5-3-4-6-14-17-13(10-21-14)15(19)20/h3-9,13H,10H2,1-2H3,(H,19,20)/b5-3+,6-4+/t13-/m1/s1
SMILES Code
CN(C1=CN=C(C=C1)/C=C/C=C/C2=N[C@H](CS2)C(O)=O)C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Bioluminescence imaging (BLI) is useful to monitor cell movement and gene expression in live animals. However, D-luciferin has a short wavelength (560 nm) which is absorbed by tissues and the use of near-infrared (NIR) luciferin analogues enable high sensitivity in vivo BLI. The AkaLumine-AkaLuc BLI system (Aka-BLI) can detect resolution at the single-cell level; however, it has a clear hepatic background signal.
Biological target:
seMpai is an AkaLumine analog, acting as an NIR emission luciferin.
In vitro activity:
To be determined
In vivo activity:
In this study, seMpai BLI could detect micro-signals near the liver of mice without any background signal. seMpai imaging did not cause any adverse effect in the mice. seMpai enabled a highly sensitive in vivo BLI as compared to previous techniques. Reference: Int J Mol Sci. 2020 Oct 24;21(21):7896. https://pubmed.ncbi.nlm.nih.gov/33114327/

Preparing Stock Solutions

The following data is based on the product molecular weight 303.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Fukuchi M, Mitazaki S, Saito-Moriya R, Kitada N, Maki SA, Izumi H, Mori H. Bioluminescence imaging using d-luciferin and its analogs for visualizing Bdnf expression in living mice; different patterns of bioluminescence signals using distinct luciferase substrates. J Biochem. 2022 Oct 19;172(5):321-327. doi: 10.1093/jb/mvac070. PMID: 36047849. 2. Nakayama J, Saito R, Hayashi Y, Kitada N, Tamaki S, Han Y, Semba K, Maki SA. High Sensitivity In Vivo Imaging of Cancer Metastasis Using a Near-Infrared Luciferin Analogue seMpai. Int J Mol Sci. 2020 Oct 24;21(21):7896. doi: 10.3390/ijms21217896. PMID: 33114327; PMCID: PMC7660630.
In vitro protocol:
To be determined
In vivo protocol:
1. Fukuchi M, Mitazaki S, Saito-Moriya R, Kitada N, Maki SA, Izumi H, Mori H. Bioluminescence imaging using d-luciferin and its analogs for visualizing Bdnf expression in living mice; different patterns of bioluminescence signals using distinct luciferase substrates. J Biochem. 2022 Oct 19;172(5):321-327. doi: 10.1093/jb/mvac070. PMID: 36047849. 2. Nakayama J, Saito R, Hayashi Y, Kitada N, Tamaki S, Han Y, Semba K, Maki SA. High Sensitivity In Vivo Imaging of Cancer Metastasis Using a Near-Infrared Luciferin Analogue seMpai. Int J Mol Sci. 2020 Oct 24;21(21):7896. doi: 10.3390/ijms21217896. PMID: 33114327; PMCID: PMC7660630.
1: Nakayama J, Saito R, Hayashi Y, Kitada N, Tamaki S, Han Y, Semba K, Maki SA. High Sensitivity In Vivo Imaging of Cancer Metastasis Using a Near-Infrared Luciferin Analogue seMpai. Int J Mol Sci. 2020 Oct 24;21(21):7896. doi: 10.3390/ijms21217896. PMID: 33114327; PMCID: PMC7660630. 2: Saito-Moriya R, Nakayama J, Kamiya G, Kitada N, Obata R, Maki SA, Aoyama H. How to Select Firefly Luciferin Analogues for In Vivo Imaging. Int J Mol Sci. 2021 Feb 12;22(4):1848. doi: 10.3390/ijms22041848. PMID: 33673331; PMCID: PMC7918177. 3: Fukuchi M, Mitazaki S, Saito-Moriya R, Kitada N, Maki SA, Izumi H, Mori H. Bioluminescence imaging using d-luciferin and its analogs for visualizing Bdnf expression in living mice; different patterns of bioluminescence signals using distinct luciferase substrates. J Biochem. 2022 Oct 19;172(5):321-327. doi: 10.1093/jb/mvac070. PMID: 36047849.