Entry Name feruloyl-CoA hydratase/lyase;
Class Lyases;BRITE hierarchy
Sysname feruloyl-CoA hydro-lyase/vanillin-lyase (acetyl-CoA-forming)
Reaction(IUBMB) feruloyl-CoA + H2O = vanillin + acetyl-CoA (overall reaction) [RN:
R12566 ];
(1a) feruloyl-CoA + H2O = 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA [RN:
R05772 ];
(1b) 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA = vanillin + acetyl-CoA [RN:
R05773 ]
Reaction(KEGG) Substrate feruloyl-CoA [CPD:
C00406 ];
H2O [CPD:
C00001 ];
3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA [CPD:
C07303 ]
Product vanillin [CPD:
C00755 ];
acetyl-CoA [CPD:
C00024 ];
3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA [CPD:
C07303 ]
Comment The enzyme is a member of the enoyl-CoA hydratase/isomerase superfamily. It catalyses a two-step process involving first the hydration of the double bond of feruloyl-CoA and then the cleavage of the resultant beta-hydroxy thioester by retro-aldol reaction. (E)-caffeoyl-CoA and (E)-4-coumaroyl-CoA are also substrates.
History EC 4.1.2.61 created 2020 (EC 4.1.2.41 created 2000, incorporated 2020, EC 4.2.1.101 created 2000, incorporated 2020)
Pathway ec00996 Biosynthesis of various alkaloids
ec01110 Biosynthesis of secondary metabolites
Orthology K18383 feruloyl-CoA hydratase/lyase
Genes XPH : XppCFBP6546_07095(XppCFBP6546P_07095)
PPUT : L483_17020 L483_20055
GBI : PG2T_09160 PG2T_14415
BPM : BURPS1710b_A2361(ech)
BFZ : BAU07_13705 BAU07_13710
PIG : EGT29_12310 EGT29_21795
DEL : DelCs14_1643 DelCs14_3999
REC : RHECIAT_PC0000921(ech)
NGL : RG1141_PA00800 RG1141_PA00830
NGG : RG540_PA00850 RG540_PA00880
NPM : QEO92_29735 QEO92_29750
RHZ : RHPLAN_21410 RHPLAN_24560 RHPLAN_30660 RHPLAN_30710 RHPLAN_37820
NPP : PP1Y_AT13185 PP1Y_Mpl6773
NDR : HT578_02620 HT578_07725
SSUA : FPZ54_06255 FPZ54_18010
SBIN : SBA_ch2_1720 SBA_ch2_6560(fadB_4)
SSY : SLG_07870(ferB2) SLG_25030(ferB)
SPYG : YGS_C2P0044 YGS_C2P1453
PMEA : KTC28_03850 KTC28_18695
NAO : Y958_22070 Y958_28945 Y958_29935
PARH : I5S86_11630 I5S86_14465
SMIZ : 4412673_04091(menB)
» show all Taxonomy Reference Authors Pometto AL 3rd, Crawford DL.
Title Whole-cell bioconversion of vanillin to vanillic acid by Streptomyces viridosporus.
Journal Reference Authors Narbad A, Gasson MJ
Title Metabolism of ferulic acid via vanillin using a novel CoA-dependent pathway in a newly-isolated strain of Pseudomonas fluorescens.
Journal Reference Authors Gasson MJ, Kitamura Y, McLauchlan WR, Narbad A, Parr AJ, Parsons EL, Payne J, Rhodes MJ, Walton NJ
Title Metabolism of ferulic acid to vanillin. A bacterial gene of the enoyl-SCoA hydratase/isomerase superfamily encodes an enzyme for the hydration and cleavage of a hydroxycinnamic acid SCoA thioester.
Journal Sequence Reference Authors Overhage J, Priefert H, Steinbuchel A
Title Biochemical and genetic analyses of ferulic acid catabolism in Pseudomonas sp. Strain HR199.
Journal Reference Authors Bennett JP, Bertin L, Moulton B, Fairlamb IJ, Brzozowski AM, Walton NJ, Grogan G
Title A ternary complex of hydroxycinnamoyl-CoA hydratase-lyase (HCHL) with acetyl-CoA and vanillin gives insights into substrate specificity and mechanism.
Journal Sequence Reference Authors Hirakawa H, Schaefer AL, Greenberg EP, Harwood CS
Title Anaerobic p-coumarate degradation by Rhodopseudomonas palustris and identification of CouR, a MarR repressor protein that binds p-coumaroyl coenzyme A.
Journal Sequence Reference Authors Yang W, Tang H, Ni J, Wu Q, Hua D, Tao F, Xu P
Title Characterization of two Streptomyces enzymes that convert ferulic acid to vanillin.
Journal Sequence Other DBs ExplorEnz - The Enzyme Database: 4.1.2.61
ExPASy - ENZYME nomenclature database: 4.1.2.61
LinkDB All DBs
