Chemodex

D-Luciferin 6'-methyl ether

Product Code:
 
CDX-L0315
Product Group:
 
Dyes, Stains, and Probes
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
Ambient
Storage:
 
Short term: +4°C. Long term: -20°C.
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CDX-L0315-M0055 mg£180.00
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CDX-L0315-M02525 mg£574.00
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This product comes from: Switzerland.
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Further Information

Appearance:
White to faint yellow powder.
CAS:
24404-90-8
EClass:
32160000
Form:
solid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C12H10N2O3S2/c1-17-6-2-3-7-9(4-6)19-11(13-7)10-14-8(5-18-10)12(15)16/h2-4,8H,5H2,1H3,(H,15,16)/t8-/m1/s1
InChiKey:
ZTQKCGHSTKIWFW-MRVPVSSYSA-N
Long Description:
Chemical. CAS: 24404-90-8. Formula: C12H10N2O3S2. MW: 294.35. D-Luciferin 6'-methyl ether is a chemically modified analog of D-luciferin in which the 6'-hydroxyl group is methylated. This structural modification significantly reduces productive oxidation by firefly luciferase while retaining enzyme binding affinity. As a result, the compound functions as a non-productive substrate analog that can competitively interfere with D-luciferin-dependent bioluminescence. D-Luciferin 6'-methyl ether is used in mechanistic enzymology and chemical biology to investigate luciferase substrate recognition, active-site interactions, and structure-activity relationships. It is also valuable for the evaluation of engineered or mutant luciferases with altered substrate specificity. Spectral Data: Excitation max: ~ 326nm, Emission max: ~430nm (accord. Lit).
MDL:
MFCD00467756
Molecular Formula:
C12H10N2O3S2
Molecular Weight:
294.35
Package Type:
Vial
Product Description:
D-Luciferin 6'-methyl ether is a chemically modified analog of D-luciferin in which the 6'-hydroxyl group is methylated. This structural modification significantly reduces productive oxidation by firefly luciferase while retaining enzyme binding affinity. As a result, the compound functions as a non-productive substrate analog that can competitively interfere with D-luciferin-dependent bioluminescence. D-Luciferin 6'-methyl ether is used in mechanistic enzymology and chemical biology to investigate luciferase substrate recognition, active-site interactions, and structure-activity relationships. It is also valuable for the evaluation of engineered or mutant luciferases with altered substrate specificity. Spectral Data: Excitation max: ~ 326nm, Emission max: ~430nm (accord. Lit).
Purity:
>98% (HPLC)
SMILES:
OC([C@@H]1N=C(SC1)C(SC2=C3)=NC2=CC=C3OC)=O
Solubility Chemicals:
Soluble in DMSO or methanol.
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

Documents

References

[1] E.H. White, et al.; J. Org. Chem. 30, 2344 (1965) | [2] E.H. White, et al.; Bioorg. Cherm. 1, 92 (1971) | [3] O.A. Gandelman, et al.; J. Photochem. Photobiol. B. Biol. 19, 187 (1993) | [4] G. Meroni, et al.; Arkivoc 265-288 (2009) (Review)