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h English (en) | {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 461100522 | ImageFile = Flavin mononucleotide v2.svg | ImageSize = 180 | ImageAlt = Skeletal formula of flavin mononucleotide | ImageFile1 = Flavin mononucleotide 3D ball.png | ImageSize1 = 180 | ImageAlt1 = Ball-and-stick model of the flavin mononucleotide molecule | IUPACName = 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-<small>D</small>-ribitol 5-(dihydrogen phosphate) | SystematicName = (2''R'',3''S'',4''S'')-5-(7,8-Dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-2,3,4-trihydroxypentyl dihydrogen phosphate | OtherNames = {{Unbulleted list|FMN}} |Section1={{Chembox Identifiers | IUPHAR_ligand = 5185 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 559060 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 7N464URE7E | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = FVTCRASFADXXNN-SCRDCRAPSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 146-17-8 | CASNo2_Ref = {{cascite|correct|CAS}} | CASNo2 = 130-40-5 | CASNo2_Comment = (sodium salt) | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1201794 | PubChem = 643976 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 17621 | SMILES = Cc1cc2c(cc1C)n(c-3nc(=O)[nH]c(=O)c3n2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O | MeSHName = Flavin+mononucleotide }} |Section2={{Chembox Properties | Formula = C<sub>17</sub>H<sub>21</sub>N<sub>4</sub>O<sub>9</sub>P | MolarMass = 456.344 g/mol | Appearance = | Density = | MeltingPt = 195 °C | BoilingPt = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }} '''Flavin mononucleotide''' ('''FMN'''), or '''riboflavin-5′-phosphate''', is a [[biomolecule]] produced from [[riboflavin]] (vitamin B<sub>2</sub>) by the enzyme [[riboflavin kinase]] and functions as the [[prosthetic group]] of various [[oxidoreductase]]s, including [[NADH dehydrogenase]], as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH<sup>•</sup>), and reduced (FMNH<sub>2</sub>) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than [[Nicotinamide adenine dinucleotide|NAD]] and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. |
h Japanese (ja) | {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 461100522 | ImageFile = Flavin mononucleotide v2.svg | ImageSize = 180 | ImageAlt = フラビンモノヌクレオチドの骨格式 | ImageFile1 = Flavin mononucleotide 3D ball.png | ImageSize1 = 180 | ImageAlt1 = フラビンモノヌクレオチド分子のボール&スティックモデル | IUPACName = 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-<small>D</small>-ribitol 5-(dihydrogen phosphate) | SystematicName = (2''R'',3''S'',4''S'')-5-(7,8-Dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-2,3,4-trihydroxypentyl dihydrogen phosphate | OtherNames = {{Unbulleted list|FMN}} |Section1={{Chembox Identifiers | IUPHAR_ligand = 5185 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 559060 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 7N464URE7E | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = FVTCRASFADXXNN-SCRDCRAPSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 146-17-8 | CASNo2_Ref = {{cascite|correct|CAS}} | CASNo2 = 130-40-5 | CASNo2_Comment = (sodium salt) | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1201794 | PubChem = 643976 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 17621 | SMILES = Cc1cc2c(cc1C)n(c-3nc(=O)[nH]c(=O)c3n2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O | MeSHName = Flavin+mononucleotide }} |Section2={{Chembox Properties | Formula = C<sub>17</sub>H<sub>21</sub>N<sub>4</sub>O<sub>9</sub>P | MolarMass = 456.344 g/mol | Appearance = | Density = | MeltingPt = 195 °C | BoilingPt = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }} '''フラビンモノヌクレオチド'''('''FMN''')、または'''リボフラビン-5′-リン酸'''は、酵素[[riboflavin kinase/ja|リボフラビンキナーゼ]]によって[[riboflavin/ja|リボフラビン]](ビタミンB<sub>2</sub>)から生成される[[biomolecule/ja|生体分子]]であり、[[NADH dehydrogenase/ja|NADHデヒドロゲナーゼ]]を含む様々な[[oxidoreductase/ja|酸化還元酵素]]の[[prosthetic group/ja|補欠基]]として機能する。触媒サイクルの間、酸化型(FMN)、セミキノン型(FMNH<sup>-</sup>)、還元型(FMNH<sub>2</sub>)の可逆的な相互変換が様々な酸化還元酵素で起こる。FMNは[[Nicotinamide adenine dinucleotide/ja|NAD]]よりも強い酸化剤であり、1電子移動と2電子移動の両方に関与できるので特に有用である。青色光受容体としての役割において、(酸化)FMNはE/Z異性化ではなく、シグナル伝達状態として「従来の」光受容体より際立っている。 |