| 词条 | Coniferyl alcohol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 460106847 | Name = Coniferyl alcohol | ImageFile = Coniferol.svg | ImageSize = | ImageAlt = Skeletal formula of coniferyl alcohol | ImageFile1 = Coniferyl alcohol 3D spacefill.png | ImageSize1 = | ImageAlt1 = Space-filling model of the coniferyl alcohol molecule | ImageName = Coniferyl alcohol | IUPACName = 4-(3-hydroxy-1-propenyl)- | OtherNames = 4-hydroxy-3-methoxycinnamyl alcohol Coniferol |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 1266063 | InChI = 1/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+ | InChIKey = JMFRWRFFLBVWSI-NSCUHMNNBF | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+ | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = JMFRWRFFLBVWSI-NSCUHMNNSA-N | CASNo_Ref = {{cascite|changed|CAS}} | CASNo = 32811-40-8 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = E7SM92591P | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 501870 | PubChem = 1549095 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 17745 | SMILES = Oc1ccc(cc1OC)/C=C/CO }} |Section2={{Chembox Properties | C=10 | H=12 | O=3 | Density = | MeltingPtC = 74 | BoilingPtC = 163 to 165 | BoilingPt_notes = }} }} Coniferyl alcohol is an organic compound. This colourless crystalline solid is a phytochemical, one of the monolignols. It is synthesized via the phenylpropanoid biochemical pathway. When copolymerized with related aromatic compounds, coniferyl alcohol forms lignin or lignans.[1] Coniferin is a glucoside of coniferyl alcohol. Coniferyl alcohol is an intermediate in biosynthesis of eugenol and of stilbenoids and coumarin. Gum benzoin contains significant amount of coniferyl alcohol and its esters. It is found in both gymnosperm and angiosperm plants. Sinapyl alcohol and paracoumaryl alcohol, the other two lignin monomers, are found in angiosperm plants and grasses. It is a queen retinue pheromone (QRP), a type of honey bee pheromone found in the mandibular glands.[2] Pinoresinol biosynthesisA first dirigent protein was discovered in Forsythia intermedia. This protein has been found to direct the stereoselective biosynthesis of (+)-pinoresinol from coniferyl alcohol monomers.[3] Recently, a second, enantiocomplementary dirigent protein was identified in Arabidopsis thaliana, which directs enantioselective synthesis of (−)-pinoresinol.[4] References1. ^{{Cite journal | first1 = Kenji | last1 = Iiyama | first2 = Thi Bach-Tuyet | last2 = Lam | first3 = Bruce A. | last3 = Stone | title = Covalent Cross-Links in the Cell Wall | journal = Plant Physiology | year = 1994 | volume = 104 | issue = 2 | pages = 315–320 | pmid = 12232082 | pmc = 159201 | doi = 10.1104/pp.104.2.315}} {{Monolignols}}{{Phenylpropanoids}}2. ^{{cite journal|last1=Keeling|first1=C. I.|last2=Slessor|first2=K. N.|last3=Higo|first3=H. A.|last4=Winston|first4=M. L.|date=2003|title=Isolation and identification of new components of the honey bee (Apis mellifera L.) queen retinue pheromone|journal=Proc. Natl. Acad. Sci. U.S.A.|volume=100|issue=8|page=4486–4491|doi=10.1073/pnas.0836984100|pmc=153582}} 3. ^{{cite journal |last1=Davin |first1=L. B. |last2=Wang |first2=H. B. |last3=Crowell |first3=A. L. |title=Stereoselective bimolecular phenoxy radical coupling by an auxiliary (dirigent) protein without an active center |journal=Science |volume=275 |issue=5298 |pages=362–366 |year=1997 |pmid=8994027 |doi=10.1126/science.275.5298.362|display-authors=etal}} 4. ^{{cite journal|last1=Pickel |first1=B. |last2=Constantin |first2=M.-A. |last3=Pfannsteil |first3=J. |last4=Conrad |first4=J. |last5=Beifuss |first5=U. |last6=Schaffer |first6=A. |title=An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase-Catalyzed Oxidative Coupling of Phenols |journal=Angewandte Chemie |volume=53 |issue=4 |pages=273–284 |date=March 2007 |doi=10.1007/s10086-007-0892-x}} 2 : Monolignols|O-Methylated phenylpropanoids |
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