D-Luciferin potassium
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MedKoo CAT#: 540276

CAS#: 115144-35-9

Description: D-Luciferin potassium is heterocyclic light-emitting compound and natural ligand for luciferase used to detect cell activity. It requires ATP for its reaction, emitting a greenish-yellow luminescence at a peak wavelength of approximately 530 nm. The salt form of luciferin dissolves in water or other typical buffers.


Chemical Structure

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D-Luciferin potassium
CAS# 115144-35-9

Theoretical Analysis

MedKoo Cat#: 540276
Name: D-Luciferin potassium
CAS#: 115144-35-9
Chemical Formula: C11H7KN2O3S2
Exact Mass: 0.00
Molecular Weight: 318.406
Elemental Analysis: C, 41.49; H, 2.22; K, 12.28; N, 8.80; O, 15.07; S, 20.14

Price and Availability

Size Price Availability Quantity
50mg USD 250 2 Weeks
100mg USD 400 2 weeks
500mg USD 750 2 weeks
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Synonym: D-Luciferin potassium

IUPAC/Chemical Name: potassium (S,Z)-2-(6-oxobenzo[d]thiazol-2(6H)-ylidene)thiazolidine-4-carboxylate

InChi Key: PWQWXGFOCJCDIF-SREJTOIWSA-M

InChi Code: InChI=1S/C11H8N2O3S2.K/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16;/h1-3,7,13H,4H2,(H,15,16);/q;+1/p-1/b10-9-;/t7-;/m1./s1

SMILES Code: O=C([C@@H]1N/C(SC1)=C(N=C2C=C3)/SC2=CC3=O)[O-].[K+]

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: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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:

Product Data:
Biological target: D-Luciferin (D-(-)-Luciferin) potassium is the substrate of luciferases that catalyze the production of light in bioluminescent insects.
In vitro activity: This study describes a rapid and highly sensitive functional assay of OAT1 based on bioluminescence (BL) detection using D-luciferin as a substrate in living cells. The principle of measurement simply relies on the biochemical feature of D-luciferin to be recognized as a substrate of OAT1, and the BL intensity depending on intracellular D-luciferin level and luciferase activity, thereby allowing the quantitative analysis of OAT1-mediated D-luciferin transport. The present method is applicable to high-throughput screening to identify and avoid potential OAT1 inhibitors in drug development. Reference: Methods Mol Biol. 2022;2524:119-126. https://pubmed.ncbi.nlm.nih.gov/35821467/
In vivo activity: Bioluminescence signals were strongly observed from the region containing the mouse liver when using d-luciferin and TokeOni. Reference: J Biochem. 2022 Oct 19;172(5):321-327. https://pubmed.ncbi.nlm.nih.gov/36047849/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 16.7 52.45
DMSO 7.5 23.55
Ethanol 0.3 0.79
PBS (pH 7.2) 10.0 0.31
Water 32.0 100.50

Preparing Stock Solutions

The following data is based on the product molecular weight 318.41 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. Inoue K, Sugiyama K, Furuya T. A Simple and Rapid Bioluminescence-Based Functional Assay of Organic Anion Transporter 1 as a D-Luciferin Transporter. Methods Mol Biol. 2022;2524:119-126. doi: 10.1007/978-1-0716-2453-1_9. PMID: 35821467. 2. Niwa K, Kato DI. Biosynthesis-Inspired Deracemizative Production of D-Luciferin In Vitro by Combining Luciferase and Thioesterase. Methods Mol Biol. 2022;2524:53-58. doi: 10.1007/978-1-0716-2453-1_4. PMID: 35821462. 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. 4. Inoue Y, Kiryu S, Watanabe M, Tojo A, Ohtomo K. Timing of imaging after d-luciferin injection affects the longitudinal assessment of tumor growth using in vivo bioluminescence imaging. Int J Biomed Imaging. 2010;2010:471408. doi: 10.1155/2010/471408. Epub 2010 Jul 5. PMID: 20671955; PMCID: PMC2910476.
In vitro protocol: 1. Inoue K, Sugiyama K, Furuya T. A Simple and Rapid Bioluminescence-Based Functional Assay of Organic Anion Transporter 1 as a D-Luciferin Transporter. Methods Mol Biol. 2022;2524:119-126. doi: 10.1007/978-1-0716-2453-1_9. PMID: 35821467. 2. Niwa K, Kato DI. Biosynthesis-Inspired Deracemizative Production of D-Luciferin In Vitro by Combining Luciferase and Thioesterase. Methods Mol Biol. 2022;2524:53-58. doi: 10.1007/978-1-0716-2453-1_4. PMID: 35821462.
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. Inoue Y, Kiryu S, Watanabe M, Tojo A, Ohtomo K. Timing of imaging after d-luciferin injection affects the longitudinal assessment of tumor growth using in vivo bioluminescence imaging. Int J Biomed Imaging. 2010;2010:471408. doi: 10.1155/2010/471408. Epub 2010 Jul 5. PMID: 20671955; PMCID: PMC2910476.

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1: Pavlov AM, Sukhorukov GB, Gould DJ. Lessons in microcapsule assembly from imaging delivery of a bioluminescent enzyme. Biomacromolecules. 2013 Mar 11;14(3):608-12. doi: 10.1021/bm3019054. Epub 2013 Mar 1. PubMed PMID: 23398503.

2: Henriques C, Henriques-Pons A, Meuser-Batista M, Ribeiro AS, de Souza W. In vivo imaging of mice infected with bioluminescent Trypanosoma cruzi unveils novel sites of infection. Parasit Vectors. 2014 Mar 3;7:89. doi: 10.1186/1756-3305-7-89. PubMed PMID: 24589192; PubMed Central PMCID: PMC3973021.