CAS: 7400-08-0; P-Hydroxy-Cinnamic Acid

该化合物是一种自然产生的表现出抗氧化性特性的酚类化合物. 它的主要优势在于它能够捕捉自由基和稳定细胞膜,使之适合需要保护以免受氧化性压力和紫外线引起的降解的应用. 它还显示出作为合成药物和食品添加剂的中间体的潜力.

结构式图片

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REACH注册ECHA物质C&L通报REACH预注册

上下游产品

acetic anhydride 4-hydroxy-benzaldehyde malonic acid p-Iodophenol4-(3-oxy-[1,2,3]oxadiazol-5-yl)-phenol hydroxy-(4-hydroxy-phenyl)-acetaldehyde methyl p-hydroxycinnamate 4-trimethylsiloxycinnamic acid

合成工艺路线路线简述

  • 合成目标产物 4-Hydroxycinnamic Acid 主要起始原料 Malonic Acid And 4-Hydroxybenzaldehyde
  • (文献来源)合成步骤主要原料 Malonic Acid 和 4-Hydroxybenzaldehyde
L-酪氨酸 在 Sgcc4 Tyrosine Aminomutase,三羟甲基氨基甲烷盐酸盐体系中,获得 L-3-氨基-3-(4-羟基苯基)丙酸,3-(4'-Hydroxyphenyl)-Trans-2-Propenoate
参考文献:A Novel 4-Methylideneimidazole-5-One-Containing Tyrosine Aminomutase In Enediyne Antitumor Antibiotic C-1027 Biosynthesis
标题:A Novel 4-Methylideneimidazole-5-One-Containing Tyrosine Aminomutase In Enediyne Antitumor Antibiotic C-1027 Biosynthesis
摘要:The C-1027 Enediyne Antibiotic Contains An Unusual 3-Chloro-4,5-Dihydroxy-Beta-Phenylalanine Moiety That Is Thought To Be Derived From Tyrosine By An Aminomutase Reaction. However,None Of The Genes Identified Within The C-1027 Gene Cluster Encode Proteins With Strong Homology To Known Aminomutases. The Sgcc4 Gene Encodes A Protein With Strong Homology To Dehydroalanine-Dependent Histidine/Phenylalanine Ammonia Lyases. The Sgcc4 Gene Was Expressed In E. Coli,And Overproduced Sgcc4 Was Purified As A His6-Tagged Fusion Protein. Biochemical Characterization Of The Purified Sgcc4 Establishes That Sgcc4 Is An Aminomutase That Catalyzes The Conversion Of L-Tyrosine To (S)-Beta-Tyrosine And Employs 4-Methylideneimidazole-5-One (Mio) At Its Active Site. The Latter Was Supported By Borohydride And Cyanide Inhibition Studies And Confirmed By Site-Directed Mutagenesis. The S153A Mutant Exhibited A 340-Fold Decrease In Kcat/Km. Sgcc4 Represents A Novel Type Of Aminomutase,Extending The Known Mio Chemistry From Ammonia Lyases Into Aminomutases.
Doi:10.1021/Ja034609M

海关参考信息

专利信息


专利号:US-12344881-B2
优先权日:2023-09-27
标题 :Genetic engineering bacterium for de novo synthesis of cis,cis-muconic acid by taking glucose as substrate and applications thereof
发明人:TAN TIANWEI; LI MENGLEI
权利人:UNIV BEIJING CHEM TECH
摘要:The present invention discloses a genetic engineering bacterium for de novo synthesis of cis,cis-muconic acid by taking glucose as a substrate and applications thereof, and belongs to the technical field of genetic recombination and metabolic engineering. The genetic engineering bacterium for de novo synthesis of cis,cis-muconic acid (MA) by taking glucose as the substrate disclosed in the present invention is modified with chassis microbes, and includes recombinant Corynebacterium glutamicum for a cis,cis-muconic acid pathway construction module and an intermediate high-yield module. Production capacity of strains is greatly improved; MA of 90.2 g/L is finally obtained in fermentation liquor; and possibilities are provided for green and low-cost production of numerous chemicals such as adipic acid and nylon-66.

专利号:US-6998484-B2
优先权日:2000-10-04
标 题:Synthesis of purine locked nucleic acid analogues
发明人:KOCH TROELS; JENSEN FLEMMING REISSIG
权利人:SANTARIS PHARMA AS
摘要:The present invention relates to a new method for the synthesis of purine LNA (Locked Nucleic Acid) analogues which provides a higher overall yield. The method comprising a regioselective 9-N purine glycosylation reaction followed by a one-pot nucleophilic aromatic substitution reaction of the 6-substituent in the purine ring and simultaneous nucleophile-induced intramolecular ring closure of the C-branched carbohydrate to form novel purine LNA analogues. The novel strategy is illustrated by the synthesis of the novel compound (1S,3R,4R,7S)-7-benzyloxy-1-methanesulfonylmethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane which is easily converted into (1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-3-((2-N-isobutyrylguanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane after isobutyryl protection of the 2-amino purine group and subsequent substitution of 1-methanesulfonyl with benzoate, debenzoylation and debenzylation.

专利号:US-2023119068-A1
优先权日:2020-02-13
标题:Methods for rapid synthesis of pyranoanthocyanins
发明人:ZHU XIAOYI; STRAATHOF NICOLE; MIYAGUSUKU-CRUZADO GONZALO; GIUSTI M MONICA; CANO ISRAEL GARCIA; JIMENEZ-FLORES RAFAEL
权利人:OHIO STATE INNOVATION FOUNDATION
摘要:The present disclosure provides methods for the rapid synthesis of pyranoanthocyanins.

专利号:US-8420850-B2
优先权日:2010-05-14
标 题:Compounds for the synthesis of biostable polyurethane, polyurea or polyurea urethane polymers
发明人:DUOCASTELLA CODINA LLUIS; MOLINA MARIA; ARAD OFIR; BORRELL BILBAO JOSE IGNACIO; GARCIA DAVID SANCHEZ; PETTERSON SALOM SOFIA HENRIETTE
权利人:DUOCASTELLA CODINA LLUIS; MOLINA MARIA; ARAD OFIR; BORRELL BILBAO JOSE IGNACIO; GARCIA DAVID SANCHEZ; PETTERSON SALOM SOFIA HENRIETTE; IBERHOSPITEX SA
摘要:The invention comprises compounds which are derived from a drug or a substance with therapeutic properties, and useful as reagents for the synthesis of biostable polymers including said drug in their backbone, namely polyurethanes, polyureas or polyurea urethanes that are biocompatible and biostable. The invention also comprises the processes for preparing the compounds and the polymers, and to the use of these polymers for the manufacture of medical devices.

专利号:WO-2023092547-A1
优先权日:2021-11-29
标题 :Smart cell factory of high value-added metabolite constructed on basis of automation technology
发明人:LUO XIAOZHOU; DENG HUAXIANG; Deng Yanwu; QIU YULAN; SHEN JUNFENG; YU HAN
权利人:SHENZHEN INST OF ADV TECH CAS; SENRIS BIOTECHNOLOGY SHENZHEN CO LTD
摘要:A smart cell factory of a high value-added metabolite constructed on the basis of automation technology, which belongs to the technical field of metabolic engineering. According to the present invention, a key enzyme mutant gene with a high efficiency is screened out from an iterative key enzyme gene mutation library by means of weakening the expression of the key enzyme gene of the high value-added metabolite, using the automation technology, and in combination with a mutation-screening-mutation closed-loop protein evolution method. Further provided are a method for constructing the smart cell factory of the high value-added metabolite and the use thereof. According to the present invention, the problem that there is currently no high-throughput molecular probe for the high value-added metabolite or the molecular probe screening thereof is unstable can be effectively solved, and labor costs are reduced, the protein evolution time is shortened, the inhibitory effects of an intermediate product and a final product are reduced, the core metabolic flux is enhanced, and the efficient synthesis of the high value-added compound is achieved.

专利号:US-11744867-B2
优先权日:2017-02-14
标 题 :Modulation of microbial synthesis of 4-ethylphenol and 4-ethylphenyl sulfate in behavior and disease
发明人:NEEDHAM BRITTANY D; MAZMANIAN SARKIS K; SHARON GIL; FUNABASHI MASANORI; FISCHBACH MICHAEL A; HSIAO ELAINE Y; PATTERSON PAUL H
权利人:CALIFORNIA INST OF TECHN; UNIV CALIFORNIA
摘要:Some embodiments relate to genetically engineered bacterial strains for modulation of levels of the bacterial metabolite 4-ethylphenol (4EP) and its sulfated form, 4-ethylphenyl sulfate (4EPS). In some embodiments, the bacteria reduce or inhibit production of 4EP or 4EPS in the gut of a subject. The bacteria can ameliorate, delay the onset, or reduce the likelihood of one or more symptoms associated with anxiety and/or autism spectrum disorder (ASD) in the subject.
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主要参考文献

[参考文献]: Luceri C, Et Al. P-Coumaric Acid, A Common Dietary Phenol, Inhibits Platelet Activity In Vitro And In Vivo. Br J Nutr. 2007 Mar;97(3):458-63.

合成参考文献


参考文献:10.1097/00149831-200512000-00013|10.1097/01.hjr.0000186622.52863.93
摘要:Lekakis J, Rallidis LS, Andreadou I, Vamvakou G, Kazantzoglou G, Magiatis P, Skaltsounis A-, Kremastinos DT. Polyphenols compounds from red grapes acutely improve endothelial function in patients with coronary heart disease. European Journal of Cardiovascular Prevention & Rehabilitation. 2005 Dec 01;12(6):596–600. doi: 10.1097/01.hjr.0000186622.52863.93.
参考文献:10.1016/j.phytochem.2010.01.013
摘要:Lam SH, Lee SS. Unusual stilbenoids and a stilbenolignan from seeds of Syagrus romanzoffiana. Phytochemistry. 2010 May;71(7):792–7. doi: 10.1016/j.phytochem.2010.01.013.
参考文献:10.2147/ceg.s17114
摘要:Payne CM, Crowley-Skillicorn C, Bernstein C, Holubec H, Bernstein H. Molecular and cellular pathways associated with chromosome 1p deletions during colon carcinogenesis. Clin Exp Gastroenterol. 2011;4():75–119.
参考文献:10.2478/v10102-011-0016-8
摘要:Zanwar AA, Hegde MV, Bodhankar SL. Cardioprotective activity of flax lignan concentrate extracted from seeds of Linum usitatissimum in isoprenalin induced myocardial necrosis in rats. Interdiscip Toxicol. 2011 Jun;4(2):90–7.
参考文献:10.1007/s00394-011-0227-y
摘要:Duchnowicz P, Broncel M, Podsędek A, Koter-Michalak M. Hypolipidemic and antioxidant effects of hydroxycinnamic acids, quercetin, and cyanidin 3-glucoside in hypercholesterolemic erythrocytes (in vitro study). European Journal of Nutrition. 2011 Jul 14;51(4):435–43. doi: 10.1007/s00394-011-0227-y.
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