Ferulic-acid
Ferulic acid is the most abundant hydroxycinnamic acid derivative in plant cell walls. It comprises 0.3 %3.3 % of the dry weight of cereals. Ferulic acid is the product of hydrolysis of ethyl ferulate used as model substrate for the Ferulic-acid esterase. Cinnamic acids have been demonstrated to be covalently bound to polysaccharides (arabinoxylans and pectins) in cell walls of gramineous plants. They have a possible function in decreasing cell wall biodegradability and in regulating cell growth by covalently cross-linking cell wall polymers. To degrade these cell wall polymers, many bacteria and fungi produce a wide range of hemicellulases, as well as cinnamic acid esterases. Several cinnamic acid esterases have been isolated from Aspergillus niger. Most of these esterases are active on methyl esters of ferulic and p-coumaric acids, but other hemicellulases increase the hydrolysis of these cinnamic acids from xylan. Ferulic acid is also a substrate of the esterification of alcohols by lipases
General
Type : Acrylate, Feruloyl, Hydroxycinnamic-ester
Chemical_Nomenclature : (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Canonical SMILES : COC1=C(C=CC(=C1)C=CC(=O)O)O
InChI : InChI=1S\/C10H10O4\/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13\/h2-6,11H,1H3,(H,12,13)\/b5-3+
InChIKey : KSEBMYQBYZTDHS-HWKANZROSA-N
Other name(s) : Ferulic acid || Trans-Ferulic Acid || 4-Hydroxy-3-methoxycinnamic acid || Trans-4-Hydroxy-3-methoxycinnamic acid || 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid || Methyl 4-hydroxy-3-methoxycinnamate || FER
MW : 194.18
Formula : C10H10O4
CAS_number : 1135-24-6, 537-98-4
PubChem : 445858
UniChem : KSEBMYQBYZTDHS-HWKANZROSA-N
References (12)
| Title : Ferulic acid ameliorates bisphenol A (BPA)-induced Alzheimer's disease-like pathology through Akt-ERK crosstalk pathway in male rats - Khalifa_2024_Psychopharmacology.(Berl)__ |
| Author(s) : Khalifa M , Fayed RH , Ahmed YH , Abdelhameed MF , Essa AF , Khalil HMA |
| Ref : Psychopharmacology (Berl) , : , 2024 |
| Abstract : |
| PubMedSearch : Khalifa_2024_Psychopharmacology.(Berl)__ |
| PubMedID: 39441400 |
| Title : Crystal structure of the feruloyl esterase from Lentilactobacillus buchneri reveals a novel homodimeric state - Kasmaei_2022_Front.Microbiol_13_1050160 |
| Author(s) : Kasmaei KM , Kalyani DC , Reichenbach T , Jimenez-Quero A , Vilaplana F , Divne C |
| Ref : Front Microbiol , 13 :1050160 , 2022 |
| Abstract : |
| PubMedSearch : Kasmaei_2022_Front.Microbiol_13_1050160 |
| PubMedID: 36569051 |
| Gene_locus related to this paper: lenbu-d7ru28 |
| Title : Therapeutic Potential of Ferulic Acid in Alzheimer's Disease - Turkez_2021_Curr.Drug.Deliv__ |
| Author(s) : Turkez H , Arslan ME , Barboza JN , Kahraman CY , de Sousa DP , Mardinoglu A |
| Ref : Curr Drug Deliv , : , 2021 |
| Abstract : |
| PubMedSearch : Turkez_2021_Curr.Drug.Deliv__ |
| PubMedID: 34963433 |
| Title : Lipase-catalyzed esterification of ferulic acid with lauryl alcohol in ionic liquids and antibacterial properties in vitro against three food-related bacteria - Shi_2017_Food.Chem_220_249 |
| Author(s) : Shi YG , Wu Y , Lu XY , Ren YP , Wang Q , Zhu CM , Yu D , Wang H |
| Ref : Food Chem , 220 :249 , 2017 |
| Abstract : |
| PubMedSearch : Shi_2017_Food.Chem_220_249 |
| PubMedID: 27855896 |
| Title : Contributions of a unique beta-clamp to substrate recognition illuminates the molecular basis of exolysis in ferulic acid esterases - Gruninger_2016_Biochem.J_473_839 |
| Author(s) : Gruninger RJ , Cote C , McAllister TA , Abbott DW |
| Ref : Biochemical Journal , 473 :839 , 2016 |
| Abstract : |
| PubMedSearch : Gruninger_2016_Biochem.J_473_839 |
| PubMedID: 27026397 |
| Gene_locus related to this paper: 9fung-f2ycb6 |
| Title : Heterologous production of a feruloyl esterase from Pleurotus sapidus synthesizing feruloyl-saccharide esters - Kelle_2016_Biotechnol.Appl.Biochem_63_852 |
| Author(s) : Kelle S , Nieter A , Krings U , Zelena K , Linke D , Berger RG |
| Ref : Biotechnol Appl Biochem , 63 :852 , 2016 |
| Abstract : |
| PubMedSearch : Kelle_2016_Biotechnol.Appl.Biochem_63_852 |
| PubMedID: 26272349 |
| Gene_locus related to this paper: 9agar-d5grp3 |
| Title : An inserted alpha\/beta subdomain shapes the catalytic pocket of Lactobacillus johnsonii cinnamoyl esterase - Lai_2011_PLoS.One_6_e23269 |
| Author(s) : Lai KK , Stogios PJ , Vu C , Xu X , Cui H , Molloy S , Savchenko A , Yakunin A , Gonzalez CF |
| Ref : PLoS ONE , 6 :e23269 , 2011 |
| Abstract : |
| PubMedSearch : Lai_2011_PLoS.One_6_e23269 |
| PubMedID: 21876742 |
| Gene_locus related to this paper: lacjo-q74hk5 |
| Title : Probing the determinants of substrate specificity of a feruloyl esterase, AnFaeA, from Aspergillus niger - Faulds_2005_Febs.J_272_4362 |
| Author(s) : Faulds CB , Molina R , Gonzalez R , Husband F , Juge N , Sanz-Aparicio J , Hermoso JA |
| Ref : Febs J , 272 :4362 , 2005 |
| Abstract : |
| PubMedSearch : Faulds_2005_Febs.J_272_4362 |
| PubMedID: 16128806 |
| Gene_locus related to this paper: aspni-FAEA |
| Title : Structure of a feruloyl esterase from Aspergillus niger - McAuley_2004_Acta.Crystallogr.D.Biol.Crystallogr_60_878 |
| Author(s) : McAuley KE , Svendsen A , Patkar SA , Wilson KS |
| Ref : Acta Crystallographica D Biol Crystallogr , 60 :878 , 2004 |
| Abstract : |
| PubMedSearch : McAuley_2004_Acta.Crystallogr.D.Biol.Crystallogr_60_878 |
| PubMedID: 15103133 |
| Gene_locus related to this paper: aspni-FAEA |
| Title : Structural Basis for the Substrate Specificity of the Feruloyl Esterase Domain of the Cellulosomal Xylanase Z from Clostridium Thermocellum - Schubot_2001_Biochemistry_40_12524 |
| Author(s) : Schubot FD , Kataeva IA , Blum DL , Shah AK , Ljungdahl LG , Rose JP , Wang BC |
| Ref : Biochemistry , 40 :12524 , 2001 |
| Abstract : |
| PubMedSearch : Schubot_2001_Biochemistry_40_12524 |
| PubMedID: 11601976 |
| Gene_locus related to this paper: clotm-xynz |
| Title : The Structure of the Feruloyl Esterase Module of Xylanase 10B from Clostridium thermocellum Provides Insights into Substrate Recognition - Prates_2001_Structure_9_1183 |
| Author(s) : Prates JA , Tarbouriech N , Charnock SJ , Fontes CM , Ferreira LM , Davies GJ |
| Ref : Structure , 9 :1183 , 2001 |
| Abstract : |
| PubMedSearch : Prates_2001_Structure_9_1183 |
| PubMedID: 11738044 |
| Gene_locus related to this paper: clotm-xyny |
| Title : Methyl phenylalkanoates as substrates to probe the active sites of esterases - Kroon_1997_Eur.J.Biochem_248_245 |
| Author(s) : Kroon PA , Faulds CB , Brezillon C , Williamson G |
| Ref : European Journal of Biochemistry , 248 :245 , 1997 |
| Abstract : |
| PubMedSearch : Kroon_1997_Eur.J.Biochem_248_245 |
| PubMedID: 9310385 |
| Gene_locus related to this paper: aspng-faeb , aspni-FAEA |