Entry
Name
phosphonoacetaldehyde hydrolase;
phosphonatase;
2-phosphonoacetylaldehyde phosphonohydrolase
Class
Hydrolases;
Acting on carbon-phosphorus bonds;
Acting on carbon-phosphorus bonds (only sub-subclass identified to date)
BRITE hierarchy
Sysname
2-oxoethylphosphonate phosphonohydrolase
Reaction(IUBMB)
phosphonoacetaldehyde + H2O = acetaldehyde + phosphate [RN:
R00747 ]
Reaction(KEGG)
Substrate
Product
Comment
This enzyme destabilizes the C-P bond, by forming an imine between one of its lysine residues and the carbonyl group of the substrate, thus allowing this, normally stable, bond to be broken. The mechanism is similar to that used by EC
4.1.2.13 , fructose-bisphosphate aldolase, to break a C-C bond. Belongs to the haloacetate dehalogenase family.
History
EC 3.11.1.1 created 1972, modified 1976, modified 2001
Pathway
ec00440 Phosphonate and phosphinate metabolism
ec01120 Microbial metabolism in diverse environments
Orthology
K05306 phosphonoacetaldehyde hydrolase
Genes
SMW : SMWW4_v1c21480(phnX)
SFJ : SAMEA4384070_2178(phnX)
PHEI : NCTC12003_03584(phnX)
VCE : Vch1786_II0291(phnX)
VPL : SA104470976_03365(phnX_1)
PAEB : NCGM1900_5262(phnX)
PRE : PCA10_07740(phnX) PCA10_23870(phnX)
PCQ : PcP3B5_33840(phnX_2)
PMUI : G4G71_18090 G4G71_18615
PNT : G5B91_13885 G5B91_20090
PPG : PputGB1_1833 PputGB1_3261
PPUN : PP4_32670(phnX) PP4_36070(phnX)
PPRC : PFLCHA0_c40250(phnX)
PMAN : OU5_0003 OU5_1265(phnX)
PMUD : NCTC8068_00854(phnX2) NCTC8068_03137(phnX_1)
PFW : PF1751_v1c33500(phnX)
PPUU : PputUW4_01745(phnX1) PputUW4_02573(phnX2)
PDR : H681_11295 H681_14570
PFK : PFAS1_02050 PFAS1_24580 PFAS1_24595
PSIL : PMA3_08185 PMA3_19085
PYM : AK972_1877 AK972_4886
PUM : HGP31_10025 HGP31_10110 HGP31_20445
POJ : PtoMrB4_09030(phnX_1) PtoMrB4_27350(phnX_2)
PPSH : G5J76_14860 G5J76_19865
PTZ : HU718_012950 HU718_019670
PSHH : HU773_005890 HU773_016735
PAZE : KSS91_14145 KSS91_16755 KSS91_18860
PTW : TUM18999_09400(phnX_1) TUM18999_30500(phnX_2)
PTAE : NCTC10697_03155(phnX)
PGF : J0G10_13495 J0G10_19660
PIZ : LAB08_R22280 LAB08_R40070
PSOA : PSm6_29040(phnX_1) PSm6_52270(phnX_2)
PKJ : Q1W70_01405 Q1W70_23900
PHYG : JTY93_04915 JTY93_16125
PDEN : F1C79_05465 F1C79_12295
TVD : SG34_001530 SG34_031465
AEL : NCTC12917_03269(phnX)
JEU : BJP62_06130 BJP62_17655
PPAI : E1956_10565 E1956_23585
BTRM : SAMEA390648702668(phnX)
AXX : ERS451415_01702(phnX)
AFA : UZ73_01710 UZ73_14070
AAQU : D3M96_12215 D3M96_18695
LIH : L63ED372_02133(phnX)
LNE : FZC33_04940 FZC33_10085
DMS : E8L03_11790 E8L03_13250
BMUR : ABE28_010390 ABE28_017625
PASA : BAOM_2050(phnX) BAOM_2887(phnX)
PFRI : L8956_10760 L8956_19355
NMK : CHR53_02225 CHR53_16885
BLEN : NCTC4824_00278(phnX)
BCHS : JNE38_23195 JNE38_24265
BPAB : PSE45_21080 PSE45_21755
BBOR : RFB14_06010 RFB14_13260
PSWU : SY83_05405 SY83_08030
PAIH : ASL14_05445 ASL14_09465
PLYC : GXP70_00190 GXP70_21305
CHEB : HH215_00225(phnW) HH215_01150
BPRO : PMF13cell1_01419(phnX)
PDC : CDIF630_03116(phnXW)
PDF : CD630DERM_28490(phnXW)
PHX : KGNDJEFE_02123(phnX)
MEG : DKB62_03575 DKB62_04840
TBW : NCTC13354_01320(phnX)
AAGG : ETAA8_05760(phnX_1) ETAA8_30050(phnX_2)
BVO : Pan97_26590(phnX_1) Pan97_29700(phnX_2)
CCOP : Mal65_35610(phnX_1)
BCEL : BcellWH2_05390(phnX)
BFC : BacF7301_25080(phnX)
COPR : Cop2CBH44_14010(phnX)
CFAS : Cfast33896_25580(phnX)
» show all
Taxonomy
Reference
Authors
La Nauze JM, Rosenberg H.
Title
The identification of 2-phosphonoacetaldehyde as an intermediate in the degradation of 2-aminoethylphosphonate by Bacillus cereus.
Journal
Reference
Authors
La Nauze JM, Rosenberg H, Shaw DC.
Title
The enzymic cleavage of the carbon-phosphorus bond: purification and properties of phosphonatase.
Journal
Reference
Authors
La Nauze JM, Coggins JR, Dixon HB.
Title
Aldolase-like imine formation in the mechanism of action of phosphonoacetaldehyde hydrolase.
Journal
Reference
Authors
Olsen DB, Hepburn TW, Moos M, Mariano PS, Dunaway-Mariano D.
Title
Investigation of the Bacillus cereus phosphonoacetaldehyde hydrolase. Evidence for a Schiff base mechanism and sequence analysis of an active-site peptide containing the catalytic lysine residue.
Journal
Reference
Authors
Baker AS, Ciocci MJ, Metcalf WW, Kim J, Babbitt PC, Wanner BL, Martin BM, Dunaway-Mariano D
Title
Insights into the mechanism of catalysis by the P-C bond-cleaving enzyme phosphonoacetaldehyde hydrolase derived from gene sequence analysis and mutagenesis.
Journal
Sequence
Other DBs
ExplorEnz - The Enzyme Database: 3.11.1.1
ExPASy - ENZYME nomenclature database: 3.11.1.1
LinkDB
All DBs