KEGG   ORTHOLOGY: K18221Help
Entry
K18221                      KO                                     

Name
tetX
Definition
tetracycline 11a-monooxygenase, tetracycline resistance protein [EC:1.14.13.231]
Pathway
ko00253  Tetracycline biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00253 Tetracycline biosynthesis
    K18221  tetX; tetracycline 11a-monooxygenase, tetracycline resistance protein
 09180 Brite Hierarchies
  09183 Protein families: signaling and cellular processes
   01504 Antimicrobial resistance genes
    K18221  tetX; tetracycline 11a-monooxygenase, tetracycline resistance protein
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.231  tetracycline 11a-monooxygenase
     K18221  tetX; tetracycline 11a-monooxygenase, tetracycline resistance protein
Antimicrobial resistance genes [BR:ko01504]
 Gene variants
  Tetracycline resistance genes
   Others
    K18221  tetX; tetracycline 11a-monooxygenase, tetracycline resistance protein
BRITE hierarchy
Other DBs
RN: R11449 R11525 R11526
COG: COG0654
Genes
PARC: CI960_14115
RAR: RIA_0365 RIA_0369
RAG: B739_0030 B739_0035
RAE: G148_1767 G148_1777
RAT: M949_0459
MOD: AS202_10870
CTAK: 4412677_02215(kmo)
AG: AAA27471(tet(X))
TaxonomyKoalaUniProt
Reference
PMID:1846135
  Authors
Speer BS, Bedzyk L, Salyers AA
  Title
Evidence that a novel tetracycline resistance gene found on two Bacteroides transposons encodes an NADP-requiring oxidoreductase.
  Journal
J Bacteriol 173:176-83 (1991)
DOI:10.1128/JB.173.1.176-183.1991
  Sequence
Reference
  Authors
Yang W, Moore IF, Koteva KP, Bareich DC, Hughes DW, Wright GD
  Title
TetX is a flavin-dependent monooxygenase conferring resistance to tetracycline antibiotics.
  Journal
J Biol Chem 279:52346-52 (2004)
DOI:10.1074/jbc.M409573200
Reference
  Authors
Thaker M, Spanogiannopoulos P, Wright GD
  Title
The tetracycline resistome.
  Journal
Cell Mol Life Sci 67:419-31 (2010)
DOI:10.1007/s00018-009-0172-6
Reference
  Authors
Ghosh S, Sadowsky MJ, Roberts MC, Gralnick JA, LaPara TM
  Title
Sphingobacterium sp. strain PM2-P1-29 harbours a functional tet(X) gene encoding for the degradation of tetracycline.
  Journal
J Appl Microbiol 106:1336-42 (2009)
DOI:10.1111/j.1365-2672.2008.04101.x

KEGG   ENZYME: 1.14.13.231Help
Entry
EC 1.14.13.231              Enzyme                                 

Name
tetracycline 11a-monooxygenase;
tetX (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
tetracycline,NADPH:oxygen oxidoreductase (11a-hydroxylating)
Reaction(IUBMB)
tetracycline + NADPH + H+ + O2 = 11a-hydroxytetracycline + NADP+ + H2O [RN:R11449]
Reaction(KEGG)
R11449;
(other) R11525 R11526
Show
Substrate
tetracycline [CPD:C06570];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
11a-hydroxytetracycline [CPD:C21391];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A flavoprotein (FAD). This bacterial enzyme confers resistance to all clinically relevant tetracyclines when expressed under aerobic conditions. The hydroxylated products are very unstable and lead to intramolecular cyclization and non-enzymic breakdown to undefined products.
History
EC 1.14.13.231 created 2016
Pathway
ec00253  Tetracycline biosynthesis
ec01130  Biosynthesis of antibiotics
Orthology
K18221  tetracycline 11a-monooxygenase, tetracycline resistance protein
Genes
PARC: CI960_14115
RAR: RIA_0365 RIA_0369
RAG: B739_0030 B739_0035
RAE: G148_1767 G148_1777
RAT: M949_0459
MOD: AS202_10870
CTAK: 4412677_02215(kmo)
Taxonomy
Reference
1  [PMID:15452119]
  Authors
Yang W, Moore IF, Koteva KP, Bareich DC, Hughes DW, Wright GD
  Title
TetX is a flavin-dependent monooxygenase conferring resistance to tetracycline antibiotics.
  Journal
J Biol Chem 279:52346-52 (2004)
DOI:10.1074/jbc.M409573200
Reference
2  [PMID:16128584]
  Authors
Moore IF, Hughes DW, Wright GD
  Title
Tigecycline is modified by the flavin-dependent monooxygenase TetX.
  Journal
Biochemistry 44:11829-35 (2005)
DOI:10.1021/bi0506066
Reference
3  [PMID:21402075]
  Authors
Volkers G, Palm GJ, Weiss MS, Wright GD, Hinrichs W
  Title
Structural basis for a new tetracycline resistance mechanism relying on the TetX  monooxygenase.
  Journal
FEBS Lett 585:1061-6 (2011)
DOI:10.1016/j.febslet.2011.03.012
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.231
IUBMB Enzyme Nomenclature: 1.14.13.231
ExPASy - ENZYME nomenclature database: 1.14.13.231
BRENDA, the Enzyme Database: 1.14.13.231

KEGG   REACTION: R11449Help
Entry
R11449                      Reaction                               

Name
tetracycline,NADPH:oxygen oxidoreductase (11a-hydroxylating)
Definition
Tetracycline + NADPH + H+ + Oxygen <=> 11a-Hydroxytetracycline + NADP+ + H2O
Equation
Reaction class
RC03438  C06570_C21391
Enzyme
Pathway
rn00253  Tetracycline biosynthesis
rn01130  Biosynthesis of antibiotics
Orthology
K18221  tetracycline 11a-monooxygenase, tetracycline resistance protein [EC:1.14.13.231]
Other DBs
RHEA: 50007

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