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Myrosinase information


Thioglucosidase (Myrosinase)
Myrosinase from Sinapis alba. PDB 1e4m[1]
Identifiers
EC no.3.2.1.147
CAS no.9025-38-1
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins

Myrosinase (EC 3.2.1.147, thioglucoside glucohydrolase, sinigrinase, and sinigrase) is a family of enzymes involved in plant defense against herbivores, specifically the mustard oil bomb. The three-dimensional structure has been elucidated and is available in the PDB (see links in the infobox).

A member of the glycoside hydrolase family, myrosinase possesses several similarities with the more ubiquitous O-glycosidases.[2][3] However, myrosinase is the only known enzyme found in nature that can cleave a thio-linked glucose. Its known biological function is to catalyze the hydrolysis of a class of compounds called glucosinolates.[4]

  1. ^ Burmeister WP, Cottaz S, Rollin P, Vasella A, Henrissat B (December 2000). "High resolution X-ray crystallography shows that ascorbate is a cofactor for myrosinase and substitutes for the function of the catalytic base". The Journal of Biological Chemistry. 275 (50): 39385–39393. doi:10.1074/jbc.M006796200. PMID 10978344.
  2. ^ Halkier BA, Gershenzon J (2006). "Biology and biochemistry of glucosinolates". Annual Review of Plant Biology. 57: 303–333. doi:10.1146/annurev.arplant.57.032905.105228. PMID 16669764.
  3. ^ Bones AM, Rossiter JT (June 2006). "The enzymic and chemically induced decomposition of glucosinolates". Phytochemistry. 67 (11): 1053–1067. doi:10.1016/j.phytochem.2006.02.024. PMID 16624350.
  4. ^ Shikita M, Fahey JW, Golden TR, Holtzclaw WD, Talalay P (August 1999). "An unusual case of 'uncompetitive activation' by ascorbic acid: purification and kinetic properties of a myrosinase from Raphanus sativus seedlings". The Biochemical Journal. 341 ( Pt 3) (3): 725–732. doi:10.1042/0264-6021:3410725. PMC 1220411. PMID 10417337.

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Myrosinase

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Myrosinase (EC 3.2.1.147, thioglucoside glucohydrolase, sinigrinase, and sinigrase) is a family of enzymes involved in plant defense against herbivores...

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Mustard oil bomb

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The mustard oil bomb, formerly known as the glucosinolate–myrosinase complex, is a chemical herbivory defense system found in members of the Brassicaceae...

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Sulforaphane

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isothiocyanate group of organosulfur compounds. It is produced when the enzyme myrosinase transforms glucoraphanin, a glucosinolate, into sulforaphane upon damage...

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Glucosinolate

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"mustard oil") upon hydrolysis of the thioglucoside bond by the enzyme myrosinase. The semisystematic naming of glucosinolates consists of the chemical...

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Brevicoryne brassicae

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a grayish-white to powdery blue appearance. Cabbage aphids produce a myrosinase (beta-thioglucoside glucohydrolase) enzyme in head and thoracic muscles;...

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Insecticide

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repel insects. Premier examples are substances activated by the enzyme myrosinase. This enzyme converts glucosinolates to various compounds that are toxic...

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Glucoraphanin

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vegetables. Glucoraphanin is converted to sulforaphane by the enzyme myrosinase. In plants, sulforaphane deters insect predators and acts as a selective...

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Broccoli sprouts

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are also available. However, many of these products are produced from myrosinase-inactive sprout or seed extracts.[citation needed] It is difficult, if...

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Allyl isothiocyanate

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mustard (Brassica juncea). When these mustard seeds are broken, the enzyme myrosinase is released and acts on a glucosinolate known as sinigrin to give allyl...

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Papaya

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Purgatto E, et al. (2008). "Benzylglucosinolate, benzyl isothiocyanate, and myrosinase activity in papaya fruit during development and ripening". J Agric Food...

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Mustard oil

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chewed). Under these conditions, a chemical reaction between the enzyme myrosinase and a glucosinolate known as sinigrin from the seeds of black mustard...

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Horseradish

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allyl isothiocyanate. Upon crushing the flesh of horseradish, the enzyme myrosinase is released and acts on the glucosinolates sinigrin and gluconasturtiin...

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Phenethyl isothiocyanate

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biosynthesis, PEITC is produced from gluconasturtiin by the action of the enzyme myrosinase. "Dictionary of Cancer Terms: PEITC". National Cancer Institute. Cheung...

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Radish

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various chemical compounds produced by the plants, including glucosinolate, myrosinase, and isothiocyanate. They are sometimes grown as companion plants and...

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Sinigrin

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sinigrin-containing plant tissue is crushed or otherwise damaged, the enzyme myrosinase degrades sinigrin to a mustard oil (allyl isothiocyanate), which is responsible...

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Cruciferous vegetables

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affect cancer. Glucosinolates are hydrolyzed to isothiocyanates (ITCs) by myrosinase. ITCs are being investigated for their chemopreventive and chemotherapeutic...

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Brassicaceae

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Brassicaceae contain glucosinolates as well as myrosinases inside their cells. When the cell is damaged, the myrosinases hydrolise the glucosinolates, leading...

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Isothiocyanate

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characterized by the production of glucosinolates, and of the enzyme myrosinase, which acts on glucosinolates to release isothiocyanates. Sinigrin is...

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Wasabi

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sulfur-containing organic compounds); the hydrolysis reaction is catalyzed by myrosinase and occurs when the enzyme is released on cell rupture caused by maceration –...

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Gegeol radish

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responsible for its sharper taste. With regard to enzymes, the protease and myrosinase activities of the Gegeol radish are higher but the α-amylose activity...

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Diplotaxis tenuifolia

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flavour). When the leaves are chewed glucosinolates, through the enzyme myrosinase, are metabolized in isothiocyanates and indoles. One of Trotula's works...

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Sinalbin

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to form the mustard oil 4-hydroxybenzyl isothiocyanate by the enzyme myrosinase. The less sharp taste of white mustard is because 4-hydroxybenzyl isothiocyanate...

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Glycoside hydrolase family 1

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(EC 3.2.1.62), lactase (EC 3.2.1.108); beta-mannosidase (EC 3.2.1.25); myrosinase (EC 3.2.1.147). 6-phospho-beta-galactosidase InterPro: IPR005928 GBA3;...

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Sulfur assimilation

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Upon tissue disruption glucosinolates are enzymatically degraded by myrosinase and may yield a variety of biologically active products such as isothiocyanates...

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Gluconasturtiin

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effect of gluconasturtiin is due to its degradation by the plant enzyme myrosinase into phenethyl isothiocyanate, which is toxic to many organisms. Gluconasturtiin...

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Glucobrassicin

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mustards, and woad. As for other glucosinolates, degradation by the enzyme myrosinase is expected to produce an isothiocyanate, indol-3-ylmethylisothiocyanate...

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Allyl cyanide

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cruciferous vegetables by myrosinase, an enzyme which hydrolyses glucosinolates to form nitriles and other products. Myrosinase is activated by l-ascorbic...

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