ChemicalBook CAS DataBase List 103404-75-7

103404-75-7

Name	D-LUCIFERIN SODIUM SALT
CAS	103404-75-7
EINECS(EC#)	600-430-4
Molecular Formula	C11H7N2NaO3S2
MDL Number	MFCD00044938
Molecular Weight	302.3
MOL File	103404-75-7.mol

Synonyms

D-Luciferin Sodium D-LUCIFERIN SODIUM SALT D-LUCIFERINSODIUMSALT,99% D-Leciferin Sodium Salt D-LUCIFERIN, MONOSODIUM SALT FIREFLY LUCIFERIN SODIUM SALT KIT HP TOTAL RNA EZNA 5 TESTS LUCIFERIN, SODIUM SALT MONOHYDRATE D-LUCIFERIN SODIUM SALT MONOHYDRATE D(-)-LUCIFERIN SODIUM SALT MONOHYDRATE D-LUCIFERIN SODIUM LYOPHILIZED FIREFLY D-LUCIFERIN SODIUM SALT MONOHYDRATE, 98+% D-LUCIFERIN,SODIUM SALT MONOHYDRATE (SYNTH) D-Luciferin, sodium salt *CAS#: 103404-75-7* D-Luciferin Firefly, sodiuM salt Monohydrate D-LUCIFERIN SODIUM SALT MONOHYDRATE SYNTHETIC FIREFLY LUCIFERIN MONOSODIUM SALT MONOHYDRATE (S)-2-(6-HYDROXY-2-BENZOTHIAZOLYL)-2-THIAZOLINE-4-CARBOXYLIC ACID SODIUM SALT 4,5-DIHYDRO-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-4-THIAZOLECAEBOXYLIC ACID SODIUM SALT 4,5-DIHYDRO-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-4-THIAZOLE-CARBOXYLIC ACID SODIUM SALT (S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazole-4-carboxylic acid sodium salt D-(-)-2-[6'-HYDROXY-2'-BENZOTHIAZOLYL]DELTA-THIAZOLINE-4-CARBOXYLIC ACID SODIUM SALT (4S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid sodium salt (S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4 thiazolecarboxylic acid Sodium salt salt 4-Thiazolecarboxylicacid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, sodium salt (1:1), (4S)- Firefly luciferin sodium salt, (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid sodium salt, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid sodium salt

Chemical Properties

Appearance	Yellow powder
storage temp.	−20°C
solubility	H₂O: soluble
form	lyophilized powder
color	Yellow
biological source	synthetic
Water Solubility	H2O: soluble
InChI	InChI=1/C11H8N2O3S2.Na.H/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);;/t7-;;/s3
InChIKey	ZONJDNKUJJUQCK-DCFBZVEJNA-N
SMILES	C([C@H]1CSC(C2=NC3C=CC(O)=CC=3S2)=N1)(=O)O.[NaH] \|&1:1,r\|
CAS DataBase Reference	103404-75-7(CAS DataBase Reference)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	3
F	10-21-23
HS Code	29349990
Storage Class	11 - Combustible Solids

Hazard Information

Description

D-Luciferin is a chemiluminescent substrate of firefly luciferase. It produces light upon oxidative decarboxylation by luciferase in the presence of ATP. D-luciferin can be employed to assay the expression of the luciferase gene linked to a promoter of interest. Alternatively, D-luciferin and luciferase can be used to assess ATP availability in cellular or biochemical assays.

Chemical Properties

Yellow powder

Uses

D-Luciferin sodium salt is substrate for firefly luciferase, properties and use in assays of ATP and luciferase.

Uses

Luciferin is used for luciferase assays and determination of ATP.

General Description

D-Luciferin is mainly produced in bioluminescent organisms. It can simply circulate across the blood testis barrier, blood brain barrier and the blood placenta barrier. This small molecule is sensitive to light and oxygen. D-Luciferin is also sensitive to moisture in its powder form.

Biological Activity

D-Luciferin sodium salt is a firefly luciferase substrate (Km = ~2 μM). Used in much standard bioluminescence imaging (BLI) techniques, including monitoring tumor growth and investigating intracellular signaling activity in vitro and in vivo. Cell permeable. Emission maximum = 562 nm.

Synthesis

Produced by the condensation of resorcinol with phthalic anhydride in the presence of zinc chloride or sulfuric acid, which is then converted to the sodium salt.

storage

-20°C

References

[1] LEMBERT N. Firefly luciferase can use L-luciferin to produce light.[J]. Biochemical Journal, 1996, 317 ( Pt 1): 273-277. DOI: 10.1042/bj3170273

Spectrum Detail

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