16-hydroxytabersonine
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16-hydroxytabersonine
16-Hydroxytabersonine is a terpene indole alkaloid produced by the plant ''Catharanthus roseus''. The metabolite is an intermediate in the formation of vindoline, a precursor needed for formation of the pharmaceutically valuable vinblastine and vincristine. 16-hydroxytabersonine is formed from the hydroxylation of tabersonine Tabersonine is a terpene indole alkaloid found in the medicinal plant ''Catharanthus roseus'' and also in the genus Voacanga (both taxa belonging to the alkaloid-rich family Apocynaceae). Tabersonine is hydroxylated at the 16 position by the enzy ... by tabersonine 16-hydroxylase (T16H). Tabersonine 16-''O''-methyltransferase (16OMT) methylates the hydroxylated 16 position to form 16-methoxytabersonine. References {{DEFAULTSORT:Hydroxytabersonine, 16- Indole alkaloids ...
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Tabersonine 16-O-methyltransferase
In enzymology, a tabersonine 16-O-methyltransferase () is an enzyme that catalyzes the chemical reaction :S-adenosyl-L-methionine + 16-hydroxytabersonine \rightleftharpoons S-adenosyl-L-homocysteine + 16-methoxytabersonine Thus, the two substrates of this enzyme are S-adenosyl methionine and 16-hydroxytabersonine, whereas its two products are S-adenosylhomocysteine and 16-methoxytabersonine. This enzyme belongs to the family of transferase A transferase is any one of a class of enzymes that catalyse the transfer of specific functional groups (e.g. a methyl or glycosyl group) from one molecule (called the donor) to another (called the acceptor). They are involved in hundreds of di ...s, specifically those transferring one-carbon group methyltransferases. The systematic name of this enzyme class is S-adenosyl-L-methionine:16-hydroxytabersonine 16-O-methyltransferase. Other names in common use include 11-demethyl-17-deacetylvindoline 11-methyltransferase, 11-O-demethyl-17- ...
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Tabersonine 16-hydroxylase
In enzymology, a tabersonine 16-hydroxylase () is an enzyme that catalyzes the chemical reaction :tabersonine + NADPH + H+ + O2 \rightleftharpoons 16-hydroxytabersonine + NADP+ + H2O The 4 substrates of this enzyme are tabersonine, NADPH, H+, and O2, whereas its 3 products are 16-hydroxytabersonine, NADP+, and H2O. This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor. The systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivial ... of this enzyme class is tabersonine,NADPH:oxygen oxidoreductase (16-hydroxylating). Other na ...
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Tabersonine
Tabersonine is a terpene indole alkaloid found in the medicinal plant ''Catharanthus roseus'' and also in the genus Voacanga (both taxa belonging to the alkaloid-rich family Apocynaceae). Tabersonine is hydroxylated at the 16 position by the enzyme tabersonine 16-hydroxylase (T16H) to form 16-hydroxytabersonine.St-Pierre and De Luca (1995) A Cytochrome P-450 Monooxygenase Catalyzes the First Step in the Conversion of Tabersonine to Vindoline in Catharanthus roseus. Plant Physiology. 109(1). 131-139 The enzyme leading to its formation is currently unknown. Tabersonine is the first intermediate leading to the formation of vindoline one of the two precursors required for vinblastine biosynthesis. See also *Conopharyngine * Tabernanthine *Vinblastine Vinblastine (VBL), sold under the brand name Velban among others, is a chemotherapy medication, typically used with other medications, to treat a number of types of cancer. This includes Hodgkin's lymphoma, non-small cell lung c ...
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Catharanthus Roseus
''Catharanthus roseus'', commonly known as bright eyes, Cape periwinkle, graveyard plant, Madagascar periwinkle, old maid, pink periwinkle, rose periwinkle, is a species of flowering plant in the family Apocynaceae. It is native and endemic to Madagascar, but grown elsewhere as an ornamental and medicinal plant. It is a source of the drugs vincristine and vinblastine, used to treat cancer. It was formerly included in the genus ''Vinca'' as ''Vinca rosea''. It has many vernacular names among which are ''arivotaombelona'' or ''rivotambelona'', ''tonga'', ''tongatse'' or ''trongatse'', ''tsimatiririnina'', and ''vonenina''. Synonyms Two varieties are recognized * ''Catharanthus roseus'' var. ''roseus'' : Synonymy for this variety ::''Catharanthus roseus'' var. ''angustus'' Steenis ex Bakhuizen f. :: ''Catharanthus roseus'' var. ''albus'' G.DonG.Don, Gen. Hist. 4(1): 95. 1837. :: ''Catharanthus roseus'' var. ''occellatus'' G.Don :: ''Catharanthus roseus'' var. ''nanus'' Markgr. :: ...
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Vindoline
Vindoline is a chemical precursor to vinblastine. Vindoline is formed through biosynthesis from Tabersonine Tabersonine is a terpene indole alkaloid found in the medicinal plant ''Catharanthus roseus'' and also in the genus Voacanga (both taxa belonging to the alkaloid-rich family Apocynaceae). Tabersonine is hydroxylated at the 16 position by the enzy .... See also * Lochnericine References Tryptamine alkaloids Indolizidines {{alkaloid-stub ...
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Vinblastine
Vinblastine (VBL), sold under the brand name Velban among others, is a chemotherapy medication, typically used with other medications, to treat a number of types of cancer. This includes Hodgkin's lymphoma, non-small cell lung cancer, bladder cancer, brain cancer, melanoma, and testicular cancer. It is given by injection into a vein. Most people experience some side effects. Commonly it causes a change in sensation, constipation, weakness, loss of appetite, and headaches. Severe side effects include low blood cell counts and shortness of breath. It should not be given to people who have a current bacterial infection. Use during pregnancy will likely harm the baby. Vinblastine works by blocking cell division. Vinblastine was isolated in 1958. An example of a natural herbal remedy that has since been developed into a conventional medicine, vinblastine was originally obtained from the Madagascar periwinkle. It is on the World Health Organization's List of Essential Medicines. ...
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Vincristine
Vincristine, also known as leurocristine and marketed under the brand name Oncovin among others, is a chemotherapy medication used to treat a number of types of cancer. This includes acute lymphocytic leukemia, acute myeloid leukemia, Hodgkin's disease, neuroblastoma, and small cell lung cancer among others. It is given intravenously. Most people experience some side effects from vincristine treatment. Commonly it causes a change in sensation, hair loss, constipation, difficulty walking, and headaches. Serious side effects may include neuropathic pain, lung damage, or low white blood cells which increases the risk of infection. Use during pregnancy may result in birth defects. It works by stopping cells from dividing properly. It is vital that it not be given intrathecally, as this causes paralysis and in most cases, death. Vincristine was first isolated in 1961. It is on the World Health Organization's List of Essential Medicines. It is a vinca alkaloid that can be obtained ...
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Methylation
In the chemical sciences, methylation denotes the addition of a methyl group on a substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen atom. These terms are commonly used in chemistry, biochemistry, soil science, and the biological sciences. In biological systems, methylation is catalyzed by enzymes; such methylation can be involved in modification of heavy metals, regulation of gene expression, regulation of protein function, and RNA processing. In vitro methylation of tissue samples is also one method for reducing certain histological staining artifacts. The reverse of methylation is demethylation. In biology In biological systems, methylation is accomplished by enzymes. Methylation can modify heavy metals, regulate gene expression, RNA processing and protein function. It has been recognized as a key process underlying epigenetics. Methanogenesis Methanogenesis, the process th ...
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