KEGG   ENZYME: 1.14.19.49Help
Entry
EC 1.14.19.49               Enzyme                                 

Name
tetracycline 7-halogenase;
ctcP (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
BRITE hierarchy
Sysname
tetracycline:FADH2 oxidoreductase (7-halogenating)
Reaction(IUBMB)
tetracycline + FADH2 + chloride + O2 + H+ = 7-chlorotetracycline + FAD + 2 H2O [RN:R11478]
Reaction(KEGG)
Substrate
tetracycline [CPD:C06570];
FADH2 [CPD:C01352];
chloride [CPD:C00698];
O2 [CPD:C00007];
H+ [CPD:C00080]
Product
7-chlorotetracycline [CPD:C06571];
FAD [CPD:C00016];
H2O [CPD:C00001]
Comment
The enzyme, characterized from the bacterium Streptomyces aureofaciens, is a member of the flavin-dependent halogenase family. The enzyme forms a lysine chloramine intermediate on an internal lysine residue before transferring the chlorine to the substrate. It is stereo-selective for the 4S (natural) isomer of tetracycline. FADH2 is provided by a dedicated EC 1.5.1.36, flavin reductase (NADH).
History
EC 1.14.19.49 created 2016
Pathway
ec00253  Tetracycline biosynthesis
ec01057  Biosynthesis of type II polyketide products
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K14257  tetracycline 7-halogenase / FADH2 O2-dependent halogenase
Genes
ENO: ECENHK_14345
ECLN: ECNIH4_08285
SRR: SerAS9_4266
SRL: SOD_c39980(prnC)
SRY: M621_21735
SPLY: Q5A_021590(soxA)
SRS: SerAS12_4267
SRA: SerAS13_4267
SMAF: D781_2599
SRZ: AXX16_2518
PAF: PAM18_2383(pltM)
PAEL: T223_13175
PFL: PFL_2784(pltM) PFL_3606(prnC)
PPRC: PFLCHA0_c28420(pltM) PFLCHA0_c36470(prnC)
PPRO: PPC_2829(pltM) PPC_3745(prnC)
PSEM: TO66_16625
CJA: CJA_2999(halA)
HCH: HCH_02500
BMA: BMAA1201(prnC)
BMV: BMASAVP1_0165(prnC)
BML: BMA10229_0442(prnC)
BMN: BMA10247_A1135(prnC)
BMAL: DM55_4314
BMAE: DM78_3855
BMAQ: DM76_3266
BMAI: DM57_4424
BMAF: DM51_4862
BMAZ: BM44_4276
BMAB: BM45_3400
BPS: BPSS1010
BTZ: BTL_5468
BTHA: DR62_5268
BOC: BG90_2527
BAM: Bamb_4728
BCON: NL30_32790
BUB: BW23_5780
BSEM: WJ12_18240
BMEC: WJ16_17190
MAB: MAB_2284
MABB: MASS_2208
MSTE: MSTE_02497
NNO: NONO_c51090(prnC)
SCO: SCO1275(2SCG18.22)
SCT: SCAT_5600
SVE: SVEN_0488
SFI: SFUL_3996
SAMB: SAM23877_1355(prnC)
FAL: FRAAL0926
SEN: SACE_4927
ASE: ACPL_6150
ACTS: ACWT_6018
CAI: Caci_3552
AMR: AM1_6083
CTHE: Chro_3657
RBA: RB1653(prnC)
ABAS: ACPOL_5987
GBA: J421_4025
RMR: Rmar_2072
CPRV: CYPRO_2187
 » show all
Taxonomy
Reference
1  [PMID:7612997]
  Authors
Dairi T, Nakano T, Aisaka K, Katsumata R, Hasegawa M.
  Title
Cloning and nucleotide sequence of the gene responsible for chlorination of tetracycline.
  Journal
Biosci Biotechnol Biochem 59:1099-106 (1995)
DOI:10.1271/bbb.59.1099
  Sequence
Reference
2  [PMID:23800859]
  Authors
Zhu T, Cheng X, Liu Y, Deng Z, You D
  Title
Deciphering and engineering of the final step halogenase for improved chlortetracycline biosynthesis in industrial Streptomyces aureofaciens.
  Journal
Metab Eng 19:69-78 (2013)
DOI:10.1016/j.ymben.2013.06.003
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.49
IUBMB Enzyme Nomenclature: 1.14.19.49
ExPASy - ENZYME nomenclature database: 1.14.19.49
BRENDA, the Enzyme Database: 1.14.19.49

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