D-Luciferin potassium | CAS#115144-35-9 | heterocyclic light-emitting compound | luciferase ligand

MedKoo Cat#: 540276 | Name: D-Luciferin potassium

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Description:

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

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

D-Luciferin potassium

CAS#115144-35-9 (potassium)

Theoretical Analysis

MedKoo Cat#: 540276

Name: D-Luciferin potassium

CAS#: 115144-35-9 (potassium)

Chemical Formula: C11H7KN2O3S2

Exact Mass: 0.0000

Molecular Weight: 318.41

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
100mg	USD 250.00	2 Weeks
250mg	USD 450.00	2 Weeks
500mg	USD 750.00	2 Weeks

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Related CAS #

2591-17-5 (free acid) 115144-35-9 (potassium) 103404-75-7 (sodium)

Synonym

D-Luciferin potassium

IUPAC/Chemical Name

potassium;(4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-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(C2=NC3=CC=C(O)C=C3S2)SC1)[O-].[K+]

Appearance

Solid powder

Purity

>97% (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

Product Data

Instruction

View handling instruction

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/

	Solvent	mg/mL	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

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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.

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:

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.

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.