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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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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

Chromatograms

application for HPLC

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