KEGG   ORTHOLOGY: K14255
Entry
K14255                      KO                                     
Symbol
oxyT, ctcO, cts6
Name
4-amino-anhydrotetracycline N4-methyltransferase [EC:2.1.1.335]
Pathway
map00253  Tetracycline biosynthesis
map01057  Biosynthesis of type II polyketide products
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00780  Tetracycline/oxytetracycline biosynthesis, pretetramide => tetracycline/oxytetracycline
M00823  Chlortetracycline biosynthesis, pretetramide => chlortetracycline
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01057 Biosynthesis of type II polyketide products
    K14255  oxyT, ctcO, cts6; 4-amino-anhydrotetracycline N4-methyltransferase
   00253 Tetracycline biosynthesis
    K14255  oxyT, ctcO, cts6; 4-amino-anhydrotetracycline N4-methyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K14255  oxyT, ctcO, cts6; 4-amino-anhydrotetracycline N4-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.335  4-amino-anhydrotetracycline N4-methyltransferase
     K14255  oxyT, ctcO, cts6; 4-amino-anhydrotetracycline N4-methyltransferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Methylase
   K14255  oxyT, ctcO, cts6; 4-amino-anhydrotetracycline N4-methyltransferase
Other DBs
RN: R09191 R11520 R11521
Genes
SVR: CP971_23955
SRIM: CP984_02465
SPLA: CP981_34440
KAU: B6264_18530
AORI: SD37_34205
AG: AAZ78343(oxyT) AEI98658(ctcO) BAA07388(cts6)
Reference
  Authors
Zhang W, Ames BD, Tsai SC, Tang Y
  Title
Engineered biosynthesis of a novel amidated polyketide, using the malonamyl-specific initiation module from the oxytetracycline polyketide synthase.
  Journal
Appl Environ Microbiol 72:2573-80 (2006)
DOI:10.1128/AEM.72.4.2573-2580.2006
  Sequence
Reference
  Authors
Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J
  Title
Identifying the minimal enzymes required for anhydrotetracycline biosynthesis.
  Journal
J Am Chem Soc 130:6068-9 (2008)
DOI:10.1021/ja800951e

KEGG   ENZYME: 2.1.1.335
Entry
EC 2.1.1.335                Enzyme                                 
Name
4-amino-anhydrotetracycline N4-methyltransferase;
oxyT (gene name);
ctcO (gene name)
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:(4S,4aS,12aS)-4-amino-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide Nalpha-methyltransferase
Reaction(IUBMB)
(1) S-adenosyl-L-methionine + 4-amino-4-de(dimethylamino)anhydrotetracycline = S-adenosyl-L-homocysteine + 4-methylamino-4-de(dimethylamino)anhydrotetracycline [RN:R11520];
(2) S-adenosyl-L-methionine + 4-methylamino-4-de(dimethylamino)anhydrotetracycline = S-adenosyl-L-homocysteine + anhydrotetracycline [RN:R11521]
Reaction(KEGG)
R11520 R11521;
(other) R09191
Substrate
S-adenosyl-L-methionine [CPD:C00019];
4-amino-4-de(dimethylamino)anhydrotetracycline [CPD:C06654];
4-methylamino-4-de(dimethylamino)anhydrotetracycline [CPD:C21436]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
4-methylamino-4-de(dimethylamino)anhydrotetracycline [CPD:C21436];
anhydrotetracycline [CPD:C02811]
Comment
The enzyme, characterized from the bacterium Streptomyces rimosus, participates in the biosynthesis of tetracycline antibiotics.
History
EC 2.1.1.335 created 2016
Pathway
ec00253  Tetracycline biosynthesis
ec01057  Biosynthesis of type II polyketide products
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K14255  4-amino-anhydrotetracycline N4-methyltransferase
Genes
SVRCP971_23955
SRIMCP984_02465
SPLACP981_34440
KAUB6264_18530
AORISD37_34205
Reference
1  [PMID:18422316]
  Authors
Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J
  Title
Identifying the minimal enzymes required for anhydrotetracycline biosynthesis.
  Journal
J Am Chem Soc 130:6068-9 (2008)
DOI:10.1021/ja800951e
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.335
IUBMB Enzyme Nomenclature: 2.1.1.335
ExPASy - ENZYME nomenclature database: 2.1.1.335
BRENDA, the Enzyme Database: 2.1.1.335

KEGG   REACTION: R09191
Entry
R09191                      Reaction                               
Name
S-adenosyl-L-methionine:4-amino-anhydrotetracycline N-methyltransferase
Definition
4-Amino-anhydrotetracycline + 2 S-Adenosyl-L-methionine <=> Anhydrotetracycline + 2 S-Adenosyl-L-homocysteine
Equation
C06654 + 2 C00019 <=> C02811 + 2 C00021
Reaction class
RC00003  C00019_C00021
RC01515  C02811_C06654
Enzyme
Pathway
rn00253  Tetracycline biosynthesis
rn01057  Biosynthesis of type II polyketide products
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00780  Tetracycline/oxytetracycline biosynthesis, pretetramide => tetracycline/oxytetracycline
M00823  Chlortetracycline biosynthesis, pretetramide => chlortetracycline
Orthology
K14255  4-amino-anhydrotetracycline N4-methyltransferase [EC:2.1.1.335]
Reference
1  [PMID:20522541]
  Authors
Pickens LB, Tang Y
  Title
Oxytetracycline biosynthesis.
  Journal
J Biol Chem 285:27509-15 (2010)
DOI:10.1074/jbc.R110.130419
Reference
2  [PMID:18422316]
  Authors
Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J
  Title
Identifying the minimal enzymes required for anhydrotetracycline biosynthesis.
  Journal
J Am Chem Soc 130:6068-9 (2008)
DOI:10.1021/ja800951e

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