D-Luciferin potassium salt

SKU: L0009

Synonyms: (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid potassium salt , 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid potassium salt , Firefly luciferin potassium salt; 115144-35-9
CAS-Number: C₁₁H₇KN₂O₃S₂
Molecular Formula: 318.41
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (HPLC)
Identity: 1H-NMR
Appearance: Light yellow solid

Properties

Solvents: DMSO (10 mg/ml), water (10 mg/ml)

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Very light-sensitive. Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: D-Luciferin is the most popular and versatile bioluminescent substrate. Firefly luciferase produces light by the ATP-dependent oxidation (Mg2+ as cofactor) of luciferin. It emits a characteristic yellow-green emission in the presence of oxygen, which shifts to red light in vivo. The 560 nm chemiluminescence from this reaction peaks within seconds, with light output that is proportional to luciferase activity when luciferin and ATP are present in excess. Firefly luciferase has long been conjugated to antibodies and used as a label in immunoassays using luciferin as the substrate for detection. One particular advantage to the enzyme is that there is low endogenous luciferase activity in mammalian tissues besides its high sensitivity. Through the utilization of ATP, the reaction can be further used to indicate the presence of energy or life in order to function as a life-death stain. Luciferin is a common reagent used throughout the biotechnology field and specifically for in vivo imaging. Luciferase labeled tumor cells, stem cells or infectious diseases are often inoculated into research animals such as rats or mice for investigation. The injection of luciferin allows for the real-time, non-invasive monitoring of disease progression and/or drug efficacy in these model systems through Bioluminescence Imaging (BLI). Luciferin is also commonly used for in vitro research, including luciferase and ATP assays, gene reporter assays, high throughput sequencing and various contamination assays (e.g. determine cell viability and bacteria counting).
InChi: 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 , /h1-3,7,14H,4H2,(H,15,16) , /q , +1/p-1/t7- , /m1./s1
References: (1) V.T. Nguyen, et al., Anal. Biochem. 171, 404 (1988) , (2) S.P. Crouch, et al., J. Immunol. Methods 160, 81 (1993) , (3) N. Lembert, Biochem. J. 317, 273 (1996) , (4) S.R. Ford, et al., Methods Mol. Biol. 102, 3 (1998) , (5) J.D. Day, et al., Luminescence 19, 8 (2004) (Review) , (6) V.R. Viviani & Y. Ohmiya, Luminescence 21, 262 (2006) , (7) M.L. Schipper, et al., Mol. Imaging Biol. 8, 218 (2006) , (8) S. Palomba, et al., Langmuir 22, 5451 (2006) , (9) S.T. Adams & S.C. Miller, Curr. Opin. Chem. Biol. 21, 112 (2014) (Review) , (10) T. Ishimoto, et al., J. Biol. Pharm. Bull. 2015, 1969 (2015) , (11) M. Kiyama, et al., Curr. Top. Med. Chem. 16, 2648 (2016) (Review)
InChi Key: UMBKGTQQGYPQBE-OGFXRTJISA-M
Smiles: OC1=CC=C2C(SC(C3=N[C@@H](C([O-])=O)CS3)=N2)=C1.[K+]

D-Luciferin is the most popular and versatile bioluminescent substrate. Firefly luciferase produces light by the ATP-dependent oxidation (Mg2+ as cofactor) of luciferin. It emits a characteristic yellow-green emission in the presence of oxygen, which shifts to red light in vivo. The 560 nm chemiluminescence from this reaction peaks within seconds, with light output that is proportional to luciferase activity when luciferin and ATP are present in excess. Firefly luciferase has long been conjugated to antibodies and used as a label in immunoassays using luciferin as the substrate for detection. One particular advantage to the enzyme is that there is low endogenous luciferase activity in mammalian tissues besides its high sensitivity. Through the utilization of ATP, the reaction can be further used to indicate the presence of energy or life in order to function as a life-death stain. Luciferin is a common reagent used throughout the biotechnology field and specifically for in vivo imaging. Luciferase labeled tumor cells, stem cells or infectious diseases are often inoculated into research animals such as rats or mice for investigation. The injection of luciferin allows for the real-time, non-invasive monitoring of disease progression and/or drug efficacy in these model systems through Bioluminescence Imaging (BLI). Luciferin is also commonly used for in vitro research, including luciferase and ATP assays, gene reporter assays, high throughput sequencing and various contamination assays (e.g. determine cell viability and bacteria counting).

SKU: L0009

Additional information

Additional information

Synonyms	(S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid potassium salt, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid potassium salt, Firefly luciferin potassium salt
Purity	≥95% (HPLC)
Appearance	Light yellow solid
CAS-Number	115144-35-9
Molecular Formula	C11H7KN2O3S2
Molecular Weight	318.41
Identity	1H-NMR
Solvents	DMSO (10 mg/ml), water (10 mg/ml)
Smiles	OC1=CC=C2C(SC(C3=N[C@@H](C([O-])=O)CS3)=N2)=C1.[K+]
InChi Key	UMBKGTQQGYPQBE-OGFXRTJISA-M
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Very light-sensitive. Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) V.T. Nguyen, et al., Anal. Biochem. 171, 404 (1988), (2) S.P. Crouch, et al., J. Immunol. Methods 160, 81 (1993), (3) N. Lembert, Biochem. J. 317, 273 (1996), (4) S.R. Ford, et al., Methods Mol. Biol. 102, 3 (1998), (5) J.D. Day, et al., Luminescence 19, 8 (2004) (Review), (6) V.R. Viviani & Y. Ohmiya, Luminescence 21, 262 (2006), (7) M.L. Schipper, et al., Mol. Imaging Biol. 8, 218 (2006), (8) S. Palomba, et al., Langmuir 22, 5451 (2006), (9) S.T. Adams & S.C. Miller, Curr. Opin. Chem. Biol. 21, 112 (2014) (Review), (10) T. Ishimoto, et al., J. Biol. Pharm. Bull. 2015, 1969 (2015), (11) M. Kiyama, et al., Curr. Top. Med. Chem. 16, 2648 (2016) (Review)
InChi	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, /h1-3,7,14H,4H2,(H,15,16), /q, +1/p-1/t7-, /m1./s1
Quantity	50 mg, 250 mg, Bulk