149947-22-8Relevant academic research and scientific papers
The Chemical Basis of Fungal Bioluminescence
Purtov, Konstantin V.,Petushkov, Valentin N.,Baranov, Mikhail S.,Mineev, Konstantin S.,Rodionova, Natalja S.,Kaskova, Zinaida M.,Tsarkova, Aleksandra S.,Petunin, Alexei I.,Bondar, Vladimir S.,Rodicheva, Emma K.,Medvedeva, Svetlana E.,Oba, Yuichi,Oba, Yumiko,Arseniev, Alexander S.,Lukyanov, Sergey,Gitelson, Josef I.,Yampolsky, Ilia V.
, p. 8124 - 8128 (2015)
Many species of fungi naturally produce light, a phenomenon known as bioluminescence, however, the fungal substrates used in the chemical reactions that produce light have not been reported. We identified the fungal compound luciferin 3-hydroxyhispidin, which is biosynthesized by oxidation of the precursor hispidin, a known fungal and plant secondary metabolite. The fungal luciferin does not share structural similarity with the other eight known luciferins. Furthermore, it was shown that 3-hydroxyhispidin leads to bioluminescence in extracts from four diverse genera of luminous fungi, thus suggesting a common biochemical mechanism for fungal bioluminescence.
A convenient synthesis of hispidin from piperonal
Adam,Saha-Moller,Veit,Welke
, p. 1133 - 1134 (1994)
An improved synthesis of hispidin (overall yield 24%) starting from the commercially available piperonal is reported. This three-step method is more effective and advantageous compared to the known six-step preparation.
