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      D,L-Luciferin 6′-methyl ether

      SKU
      L0316

      Category: Non Fluorescent Detection & Chromogene Detection

      Synonyms
      6'-Methoxyluciferin
      3022-11-5
      CAS-Number
      C12H10N2O3S2
      Molecular Formula
      294.35
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White to faint yellow powder
      Identity
      1H-NMR

      Properties

      Solvents
      Soluble in DMSO or methanol.
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Very light-sensitive. Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      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).
      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)

      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).

      SKU: L0316 Category: Non Fluorescent Detection & Chromogene Detection
      • Additional information

      Additional information

      Synonyms

      6'-Methoxyluciferin

      Purity

      ≥98% (HPLC)

      Appearance

      White to faint yellow powder

      CAS-Number

      3022-11-5

      Molecular Formula

      C12H10N2O3S2

      Molecular Weight

      294.35

      Identity

      1H-NMR

      Solvents

      Soluble in DMSO or methanol.

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Very light-sensitive. Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Transportation

      Not dangerous goods

      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)

      Quantity

      50 mg, 250 mg, Bulk

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