Luciferin Bacterial
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Luciferin () is a generic term for the light-emitting
compound Compound may refer to: Architecture and built environments * Compound (enclosure), a cluster of buildings having a shared purpose, usually inside a fence or wall ** Compound (fortification), a version of the above fortified with defensive struc ...
found in organisms that generate
bioluminescence Bioluminescence is the emission of light during a chemiluminescence reaction by living organisms. Bioluminescence occurs in multifarious organisms ranging from marine vertebrates and invertebrates, as well as in some Fungus, fungi, microorgani ...
. Luciferins typically undergo an
enzyme An enzyme () is a protein that acts as a biological catalyst by accelerating chemical reactions. The molecules upon which enzymes may act are called substrate (chemistry), substrates, and the enzyme converts the substrates into different mol ...
-catalyzed reaction with
molecular oxygen There are several known allotropes of oxygen. The most familiar is molecular oxygen (), present at significant levels in Earth's atmosphere and also known as dioxygen or triplet oxygen. Another is the highly reactive ozone (). Others are: * Atomic ...
. The resulting transformation, which usually involves breaking off a molecular fragment, produces an
excited state In quantum mechanics Quantum mechanics is the fundamental physical Scientific theory, theory that describes the behavior of matter and of light; its unusual characteristics typically occur at and below the scale of atoms. Reprinted, Add ...
intermediate that emits light upon decaying to its
ground state The ground state of a quantum-mechanical system is its stationary state of lowest energy; the energy of the ground state is known as the zero-point energy of the system. An excited state is any state with energy greater than the ground state ...
. The term may refer to molecules that are substrates for both
luciferase Luciferase is a generic term for the class of oxidative enzymes that produce bioluminescence, and is usually distinguished from a photoprotein. The name was first used by Raphaël Dubois who invented the words ''luciferin'' and ''luciferase'' ...
s and
photoprotein Photoproteins are a type of enzyme produced by bioluminescent organisms. They add to the function of the luciferins whose usual light-producing reaction is catalyzed by the enzyme luciferase. History The term photoprotein was first used to descr ...
s.


Types

Luciferins are a class of small-molecule substrates that react with oxygen in the presence of a
luciferase Luciferase is a generic term for the class of oxidative enzymes that produce bioluminescence, and is usually distinguished from a photoprotein. The name was first used by Raphaël Dubois who invented the words ''luciferin'' and ''luciferase'' ...
(an enzyme) to release
energy Energy () is the physical quantity, quantitative physical property, property that is transferred to a physical body, body or to a physical system, recognizable in the performance of Work (thermodynamics), work and in the form of heat and l ...
in the form of
light Light, visible light, or visible radiation is electromagnetic radiation that can be visual perception, perceived by the human eye. Visible light spans the visible spectrum and is usually defined as having wavelengths in the range of 400– ...
. It is not known just how many types of luciferins there are, but some of the better-studied compounds are listed below. Because of the chemical diversity of luciferins, there is no clear unifying mechanism of action, except that all require molecular oxygen, The variety of luciferins and luciferases, their diverse reaction mechanisms and the scattered phylogenetic distribution indicate that many of them have arisen independently in the course of evolution.


Firefly

Firefly luciferin Firefly luciferin (also known as beetle luciferin) is the luciferin, precursor of the light-emitting compound, used for the firefly ( Lampyridae), railroad worm ( Phengodidae), starworm ( Rhagophthalmidae), and click-beetle ( Pyrophorini) biolumi ...
is the luciferin found in many
Lampyridae The Lampyridae are a family of elateroid beetles with more than 2,000 described species, many of which are light-emitting. They are soft-bodied beetles commonly called fireflies, lightning bugs, or glowworms for their conspicuous production ...
species, such as '' P. pyralis''. It is the substrate of beetle luciferases ( EC 1.13.12.7) responsible for the characteristic yellow light emission from fireflies, though can cross-react to produce light with related enzymes from non-luminous species. The chemistry is unusual, as
adenosine triphosphate Adenosine triphosphate (ATP) is a nucleoside triphosphate that provides energy to drive and support many processes in living cell (biology), cells, such as muscle contraction, nerve impulse propagation, and chemical synthesis. Found in all known ...
(ATP) is required for light emission, in addition to molecular
oxygen Oxygen is a chemical element; it has chemical symbol, symbol O and atomic number 8. It is a member of the chalcogen group (periodic table), group in the periodic table, a highly reactivity (chemistry), reactive nonmetal (chemistry), non ...
.


Snail

Latia luciferin is, in terms of chemistry, (''E'')-2-methyl-4-(2,6,6-trimethyl-1-cyclohex-1-yl)-1-buten-1-ol formate and is from the freshwater snail ''
Latia neritoides ''Latia neritoides'' is a species of small freshwater snail or limpet, an aquatic gastropod mollusc in the family Latiidae. The type specimen is in the British Museum. The specific epithet "neritoides" means "like a nerite". The shell of thi ...
''.EC 1.14.99.21
ORENZA: a database of ORphan ENZyme Activities, accessed 27 November 2009.


Bacterial

Bacterial luciferin is two-component system consisting of
flavin mononucleotide Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as ...
and a
fatty aldehyde Fatty aldehydes are aliphatic, long-chain aldehydes which may be mono- or polyunsaturated. The fatty aldehydes include compounds such as octanal, nonanal, decanal or dodecanal. The nomenclature is derived from the nomenclature of the alkanes, th ...
found in
bioluminescent bacteria Bioluminescent bacteria are Bioluminescence, light-producing bacteria that are predominantly present in sea water, marine sediments, the surface of decomposing fish and in the gut of marine animals. While not as common, bacterial bioluminescence ...
.


Coelenterazine

Coelenterazine Coelenterazine is a luciferin, a molecule that emits light after reaction with oxygen, found in many aquatic organisms across eight phyla. It is the substrate of many luciferases such as '' Renilla reniformis'' luciferase (Rluc), ''Gaussia'' lu ...
is found in
radiolarian The Radiolaria, also called Radiozoa, are unicellular eukaryotes of diameter 0.1–0.2 mm that produce intricate mineral skeletons, typically with a central capsule dividing the cell into the inner and outer portions of endoplasm and ecto ...
s,
ctenophore Ctenophora (; : ctenophore ) is a phylum of marine invertebrates, commonly known as comb jellies, that inhabit sea waters worldwide. They are notable for the groups of cilia they use for swimming (commonly referred to as "combs"), and they ar ...
s,
cnidarian Cnidaria ( ) is a phylum under kingdom Animalia containing over 11,000 species of aquatic invertebrates found both in fresh water, freshwater and marine environments (predominantly the latter), including jellyfish, hydroid (zoology), hydroids, ...
s,
squid A squid (: squid) is a mollusc with an elongated soft body, large eyes, eight cephalopod limb, arms, and two tentacles in the orders Myopsida, Oegopsida, and Bathyteuthida (though many other molluscs within the broader Neocoleoidea are also ...
,
brittle star Brittle stars, serpent stars, or ophiuroids (; ; referring to the serpent-like arms of the brittle star) are echinoderms in the class Ophiuroidea, closely related to starfish. They crawl across the sea floor using their flexible arms for locomot ...
s,
copepod Copepods (; meaning 'oar-feet') are a group of small crustaceans found in nearly every freshwater and saltwater habitat (ecology), habitat. Some species are planktonic (living in the water column), some are benthos, benthic (living on the sedimen ...
s,
chaetognath The Chaetognatha or chaetognaths (meaning ''bristle-jaws'') are a phylum of predatory marine worms that are a major component of plankton worldwide. Commonly known as arrow worms, they are mostly pelagic; however about 20% of the known species ...
s, fish, and shrimp. It is the prosthetic group in the protein
aequorin Aequorin is a calcium-activated photoprotein isolated from the hydrozoan ''Aequorea victoria''. Its bioluminescence was studied decades before the protein was isolated from the animal by Osamu Shimomura in 1962. In the animal, the protein occur ...
responsible for the blue light emission.


Dinoflagellate

Dinoflagellate The Dinoflagellates (), also called Dinophytes, are a monophyletic group of single-celled eukaryotes constituting the phylum Dinoflagellata and are usually considered protists. Dinoflagellates are mostly marine plankton, but they are also commo ...
luciferin is a
chlorophyll Chlorophyll is any of several related green pigments found in cyanobacteria and in the chloroplasts of algae and plants. Its name is derived from the Greek words (, "pale green") and (, "leaf"). Chlorophyll allows plants to absorb energy ...
derivative (i. e. a
tetrapyrrole Tetrapyrroles are a class of chemical compounds that contain four pyrrole or pyrrole-like rings. The pyrrole/pyrrole derivatives are linked by ( or units), in either a linear or a cyclic fashion. Pyrroles are a five-atom ring with four carbon ...
) and is found in some
dinoflagellate The Dinoflagellates (), also called Dinophytes, are a monophyletic group of single-celled eukaryotes constituting the phylum Dinoflagellata and are usually considered protists. Dinoflagellates are mostly marine plankton, but they are also commo ...
s, which are often responsible for the phenomenon of nighttime glowing waves (historically this was called
phosphorescence Phosphorescence is a type of photoluminescence related to fluorescence. When exposed to light (radiation) of a shorter wavelength, a phosphorescent substance will glow, absorbing the light and reemitting it at a longer wavelength. Unlike fluor ...
, but is a misleading term). A very similar type of luciferin is found in some types of euphausiid shrimp.


Vargulin

Vargulin Vargulin, also called Cypridinid luciferin, Cypridina luciferin, or Vargula luciferin, is the luciferin found in the ostracod '' Cypridina hilgendorfii'', also named '' Vargula hilgendorfii''. These bottom dwelling ostracods emit a light stream ...
is found in certain
ostracod Ostracods, or ostracodes, are a Class (biology), class of the crustacean, Crustacea (class Ostracoda), sometimes known as seed shrimp. Some 33,000 species (only 13,000 of which are extant taxon, extant) have been identified,Brandão, S.N.; Antoni ...
s and
deep-sea fish Deep-sea fish are fish that live in the darkness below the sunlit surface waters, that is below the epipelagic or photic zone of the sea. The lanternfish is, by far, the most common deep-sea fish. Other deep-sea fishes include the flashlight f ...
, to be specific, '' Poricthys''. Like the compound coelenterazine, it is an imidazopyrazinone and emits primarily blue light in the animals.


Fungi

Foxfire Foxfire, also called fairy fire and chimpanzee fire, is the bioluminescence created by some species of fungi present in decaying wood. The bluish-green glow is attributed to a luciferase, an oxidative enzyme, which emits light as it reacts with ...
is the bioluminescence created by some species of fungi present in decaying wood. While there may be multiple different luciferins within the kingdom of
fungi A fungus (: fungi , , , or ; or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and mold (fungus), molds, as well as the more familiar mushrooms. These organisms are classified as one ...
, 3-hydroxy
hispidin Hispidin is a natural substance. It can also be synthesized. Hispidin 4-''O''-β-D-glucopyranoside can be found in ''Pteris ensiformis'' whereas hispidin derivatives, such as phellibaumins, can be found in the edible mushroom '' Inonotus xerantic ...
was determined to be the luciferin in the
fruiting bodies The sporocarp (also known as fruiting body, fruit body or fruitbody) of fungi is a multicellular structure on which spore-producing structures, such as basidia or asci, are borne. The fruitbody is part of the sexual phase of a fungal life cyc ...
of several species of fungi, including ''
Neonothopanus nambi ''Neonothopanus nambi'' is a poisonous and bioluminescent mushroom in the family Marasmiaceae. The genetic and molecular mechanisms underlying this species' bioluminescence were published in 2019, the first to be elucidated for a fungus. In 2020 ...
'', ''
Omphalotus olearius ''Omphalotus olearius'', commonly known as the jack-o'-lantern mushroom, is a poisonous orange gilled mushroom that to an untrained eye appears similar to some chanterelles. It is notable for its bioluminescent properties. It is found in woodla ...
'', ''
Omphalotus nidiformis ''Omphalotus nidiformis'', or ghost fungus, is a gilled basidiomycete mushroom most notable for its bioluminescent properties. It is known to be found primarily in southern Australia and Tasmania, but was reported from India in 2012 and 2018. Th ...
'', and ''
Panellus stipticus ''Panellus stipticus'', commonly known as the bitter oyster, the astringent panus, the luminescent panellus, or the stiptic fungus, is a species of fungus in the family Mycenaceae. It is the type species of the genus ''Panellus''. The fungus wa ...
''.


Usage in science

Luciferin is widely used in science and medicine as a method of ''in vivo'' imaging, using living organisms to non-invasively detect images and in molecular imaging. The reaction between luciferin substrate paired with the receptor enzyme luciferase produces a catalytic reaction, generating bioluminescence. This reaction and the luminescence produced is useful for imaging such as detecting tumors from cancer or capable of measuring
gene expression Gene expression is the process (including its Regulation of gene expression, regulation) by which information from a gene is used in the synthesis of a functional gene product that enables it to produce end products, proteins or non-coding RNA, ...
.


References


External links

* {{cite web , url = http://www.lifesci.ucsb.edu/~biolum/chem/detail1.html , title = Major luciferin types , date = 2009-01-09 , work = The Bioluminescence Web Page , publisher =
University of California, Santa Barbara The University of California, Santa Barbara (UC Santa Barbara or UCSB) is a Public university, public Land-grant university, land-grant research university in Santa Barbara County, California, United States. Tracing its roots back to 1891 as an ...
, access-date = 2009-03-06 Biological pigments Bioluminescence Fluorescent dyes Luciferins