L9402
D-Luciferin 6′-O-phosphate trisodium salt
Synonym(s):
4,5-Dihydro-2-(6-phospho-2-benzothiazolyl)-4-thiazolinecarboxylic acid trisodium salt, 6′-O-Phospho-D-luciferin trisodium salt
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About This Item
Empirical Formula (Hill Notation):
C11H6N2Na3O6PS2
CAS Number:
Molecular Weight:
426.25
PubChem Substance ID:
UNSPSC Code:
12352204
Beilstein/REAXYS Number:
5899989
MDL number:
SMILES string
[Na+].[Na+].[Na+].[O-]C(=O)[C@H]1CSC(=N1)c2nc3ccc(OP([O-])([O-])=O)cc3s2
InChI
1S/C11H9N2O6PS2.3Na/c14-11(15)7-4-21-9(13-7)10-12-6-2-1-5(3-8(6)22-10)19-20(16,17)18;;;/h1-3,7H,4H2,(H,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t7-;;;/m1.../s1
InChI key
QVWNEBIRLVIOBC-LSBIWMFESA-K
General description
Bioluminescent substrate for alkaline phosphatase; useful for highly sensitive luminometric detection of enzyme conjugates in luciferase/ATP system.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Related Content
W Miska et al.
Biological chemistry Hoppe-Seyler, 369(5), 407-411 (1988-05-01)
Derivatives of D-luciferin, D-luciferin methyl ester, D-luciferin O-sulfate, D-luciferin O-phosphate, D-luciferyl-L-N alpha-arginine and D-luciferyl-L-phenylalanine were used as highly sensitive substrates for carboxylic esterase, arylsulfatase, alkaline phosphatase and carboxypeptidases A, B and N. Enzymatic cleavage of the compounds by enzymes leading
R Hauber et al.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie, 27(6), 361-363 (1989-06-01)
A relatively simple, bioluminescence-enhanced detection system for nucleic acid hybridization, using alkaline phosphatase as a label, was described recently (Hauber, R. & Geiger, R. (1988) Nucl. Acid Res. 16, 1213). The principle of detection is as follows: Alkaline phosphatase releases