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D-Luciferin

CAS 2591-17-5 ≥98%

D-Luciferin | CAS 2591-17-5 | ≥98%

Pack sizes & prices

Pack sizes and prices, excluding and including VAT
Pack size Excl. VAT Incl. VAT Add to cart
50 mg €89,20
100 mg €149,20
250 mg €269,20
1.0 g €598,20
5.0 g €1.895,00

Taxes and fees, e.g. VAT, included in the price. Shipping calculated at checkout.Free shipping on EU, UK and EFTA orders above €250, and above €400 to the rest of the world.

Technical Specifications

CAS Number 2591-17-5
EC / EINECS Number 219-981-3
MDL Number MFCD00042929
SMILES C1[C@@H](N=C(S1)C2=NC3=C(S2)C=C(C=C3)O)C(=O)O
InChI InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m1/s1
InChIKey BJGNCJDXODQBOB-SSDOTTSWSA-N
PubChem CID 92934
Molecular Formula C₁₁H₈N₂O₃S₂
Molecular Weight 280.32 g/mol
Melting Point 190 °C (dec.)
Solubility Soluble in DMSO (10 mg/mL), DMF, methanol, acetone, ethyl acetate and alkaline aqueous solutions. Slightly soluble in water at pH 6.5.
Log Pow -0.28
Purity ≥98%
Physical Form Pale yellow powder
HS Code 2934.20
Shelf Life Retest period: 36 months from date of manufacture
Storage Conditions Store frozen (below 0 °C) in a tightly sealed container, protected from light.

Product Description & Scientific Applications

D-Luciferin (D-LH2) is the substrate of firefly luciferase, the light-producing enzyme of the firefly Photinus pyralis. It consists of a 6-hydroxybenzothiazole joined to a thiazoline carboxylic acid, with the (S) configuration at C-4.

The light reaction. Firefly luciferase needs D-luciferin, ATP, oxygen and a metal ion, usually Mg²⁺. In the first step, the enzyme joins D-luciferin to AMP from ATP and releases pyrophosphate. Oxygen then reacts with this luciferyl adenylate; the product loses carbon dioxide and gives oxyluciferin in an excited state, which emits light centred near 560 nm.

NSNSHOOOH
luciferase
⟶
ATP, O₂, Mg²⁺
NSNSHOO
+
CO₂ + light

Firefly luciferase oxidises D-luciferin (left) to oxyluciferin (right). AMP and pyrophosphate are also formed.

Reporter gene assays. Mammalian cells have no luciferase of their own, so the firefly luciferase gene is used as a reporter of gene regulation. After D-luciferin is added, the light produced is proportional to the amount of enzyme. Luciferase reporters are widely used in cell-based assays and in high-throughput screening.

Bioluminescence imaging. D-Luciferin is given to mice that carry luciferase-expressing cells, to measure luciferase activity in the living animal.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
  • EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
  • Worldwide: 7–14 business days, selected locations.

Safety Information

Hazard Class Not regulated for transport.
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)

Documentation

Safety Data Sheet Download PDF
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