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Entry
EC 1.14.13.247              Enzyme                                 

Name
stachydrine N-demethylase;
L-proline betaine N-demethylase;
stc2 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
L-proline betaine,NAD(P)H:oxygen oxidoreductase (formaldehyde-forming)
Reaction(IUBMB)
L-proline betaine + NAD(P)H + H+ + O2 = N-methyl-L-proline + formaldehyde + NAD(P)+ + H2O [RN:R12511 R12512]
Reaction(KEGG)
Substrate
L-proline betaine [CPD:C10172];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
N-methyl-L-proline [CPD:C22223];
formaldehyde [CPD:C00067];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The enzyme, characterized from the bacterium Sinorhizobium meliloti 1021, consists of three different types of subunits. The catalytic unit contains a Rieske [2Fe-2S] iron-sulfur cluster, and catalyses the monooxygenation of a methyl group. The resulting N-methoxyl group is unstable and decomposes spontaneously to form formaldehyde. The other subunits are involved in the transfer of electrons from NAD(P)H to the catalytic subunit.
History
EC 1.14.13.247 created 2017
Orthology
K24003  stachydrine N-demethylase
Genes
GAI: IMCC3135_19215(doxB) IMCC3135_30555(antA)
SOK: D0B54_07280
MCI: Mesci_0128
MAM: Mesau_00126
MESW: A9K65_000605
MESP: C1M53_23320
PHT: BLM14_08060
SME: SMa0751
SMK: Sinme_6509 Sinme_6764
SMQ: SinmeB_5206 SinmeB_5942
SMD: Smed_5979
EAD: OV14_3707
SIT: TM1040_3219(benA)
RUT: FIU92_15770(doxB)
RSP: RSP_3978
PGD: Gal_04200
LAQU: R2C4_15345
RSU: NHU_03451
LABT: FIU93_22465(antA)
RID: RIdsm_00663(bphA)
ROH: FIU89_05235(antA1)
LVS: LOKVESSMR4R_02619(doxB)
MARU: FIU81_03270(antA)
ROT: FIV09_19155(andAc)
SWI: Swit_4621
SPHD: HY78_02035
SMIC: SmB9_32980
ACR: Acry_2069
SMAL: SMALA_8301
 » show all
Taxonomy
Reference
1  [PMID:22224443]
  Authors
Daughtry KD, Xiao Y, Stoner-Ma D, Cho E, Orville AM, Liu P, Allen KN
  Title
Quaternary ammonium oxidative demethylation: X-ray crystallographic, resonance Raman, and UV-visible spectroscopic analysis of a Rieske-type demethylase.
  Journal
J Am Chem Soc 134:2823-34 (2012)
DOI:10.1021/ja2111898
  Sequence
[sme:SMa0751]
Reference
2  [PMID:24520058]
  Authors
Kumar R, Zhao S, Vetting MW, Wood BM, Sakai A, Cho K, Solbiati J, Almo SC, Sweedler JV, Jacobson MP, Gerlt JA, Cronan JE
  Title
Prediction and biochemical demonstration of a catabolic pathway for the osmoprotectant proline betaine.
  Journal
MBio 5:e00933-13 (2014)
DOI:10.1128/mBio.00933-13
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.247
IUBMB Enzyme Nomenclature: 1.14.13.247
ExPASy - ENZYME nomenclature database: 1.14.13.247
BRENDA, the Enzyme Database: 1.14.13.247

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