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L9402

Sigma-Aldrich

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:
145613-12-3
Molecular Weight:
426.25
Beilstein:
5899989
MDL number:
MFCD00214322
UNSPSC Code:
12352204
PubChem Substance ID:
24896523

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

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Substrates

Bioluminescent substrate for alkaline phosphatase; useful for highly sensitive luminometric detection of enzyme conjugates in luciferase/ATP system.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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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

Chromatograms

application for HPLC

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