D-Luciferin Firefly, sodium salt monohydrate
(S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid sodium salt
D-Luciferin is a substrate for bioluminescence. It is used in the diagnosis of diseases and to test for the presence of certain enzymes in cells and tissues. D-Luciferin is an analogue of coelenterazine, which has a similar structure to luciferin, but without the sugar moiety. D-Luciferin is an organic compound that can be synthesized from sodium salts and D-glucose. The reaction proceeds by the following mechanism: 4Na+ + D-Glucose ? 4Na+ + 2D-Gluconic acid ? 4Na+ + 2D-Lactonic acid ? 4Na+ + 3D-Lactaldehyde ? 4Na+ + 3D-Lactic acid ? 3D-Lactone ? 3D-luciferin The final product, 3D-luciferin, can be purified by crystallization or distillation.
CAS Number |
103404-75-7 |
Product Name |
Sodium (S)-2-(6-hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylate |
IUPAC Name |
sodium;(4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylate |
Molecular Formula |
C11H7N2NaO3S2 |
Molecular Weight |
302.3 g/mol |
InChI |
InChI=1S/C11H8N2O3S2.Na/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 |
InChI Key |
BZNVUYVALNTPBG-WJCSTRGMSA-M |
SMILES |
C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)O)C(=O)[O-].[Na+] |
Solubility |
Soluble in DMSO |
Synonyms |
D-Luciferin Sodium |
Canonical SMILES |
C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)O)C(=O)[O-].[Na+] |
Isomeric SMILES |
C1[C@@H](N/C(=C2/N=C3C=CC(=O)C=C3S2)/S1)C(=O)[O-].[Na+] |