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Chemodex
D,L-Luciferin 6'-methyl ether
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| Product Details | |
|---|---|
| Synonyms | 6′-Methoxyluciferin |
| Product Type | Chemical |
| Properties | |
| Formula | C12H10N2O3S2 |
| MW | 294.35 |
| CAS | 3022-11-5 |
| Source/Host Chemicals | Synthetic |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White to faint yellow powder. |
| Solubility | Soluble in DMSO or methanol. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by Chemodex. |
| Other Product Data |
Click here for Original Manufacturer Product Datasheet |
| InChi Key | ZTQKCGHSTKIWFW-UHFFFAOYSA-N |
| Smiles | O=C(O)C1N=C(SC1)C2=NC=3C=CC(OC)=CC3S2 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Protect from light and moisture. Very light-sensitive. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| Product Specification Sheet | |
| Datasheet |
 Download PDF |
Description
D,L-Luciferin 6′-methyl ether is an analog of 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,L-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).
Product 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)