KEGG   ORTHOLOGY: K13552Help
Entry
K13552                      KO                                     

Name
btrQ
Definition
paromamine 6'-oxidase [EC:1.1.3.43]
Pathway
ko00524  Neomycin, kanamycin and gentamicin biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00524 Neomycin, kanamycin and gentamicin biosynthesis
    K13552  btrQ; paromamine 6'-oxidase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.3  With oxygen as acceptor
    1.1.3.43  paromamine 6'-oxidase
     K13552  btrQ; paromamine 6'-oxidase
BRITE hierarchy
Other DBs
RN: R08896
COG: COG2303
Genes
AG: BAE07079(btrQ)
TaxonomyKoalaUniProt
Reference
  Authors
Kudo F, Numakura M, Tamegai H, Yamamoto H, Eguchi T, Kakinuma K
  Title
Extended sequence and functional analysis of the butirosin biosynthetic gene cluster in Bacillus circulans SANK 72073.
  Journal
J Antibiot (Tokyo) 58:373-9 (2005)
DOI:10.1038/ja.2005.47
  Sequence
Reference
  Authors
Kudo F, Eguchi T
  Title
Biosynthetic enzymes for the aminoglycosides butirosin and neomycin.
  Journal
Methods Enzymol 459:493-519 (2009)
DOI:10.1016/S0076-6879(09)04620-5

KEGG   ORTHOLOGY: K20565Help
Entry
K20565                      KO                                     

Name
neoG, neoQ
Definition
paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase [EC:1.1.3.43 1.1.3.44]
Pathway
ko00524  Neomycin, kanamycin and gentamicin biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00524 Neomycin, kanamycin and gentamicin biosynthesis
    K20565  neoG, neoQ; paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.3  With oxygen as acceptor
    1.1.3.43  paromamine 6'-oxidase
     K20565  neoG, neoQ; paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase
    1.1.3.44  6'''-hydroxyneomycin C oxidase
     K20565  neoG, neoQ; paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase
BRITE hierarchy
Other DBs
RN: R08896 R08902
COG: COG2303
Genes
SRN: A4G23_05124(neoG)
AG: BAD95824(neoG)
TaxonomyKoalaUniProt
Reference
  Authors
Kudo F, Yamamoto Y, Yokoyama K, Eguchi T, Kakinuma K
  Title
Biosynthesis of 2-deoxystreptamine by three crucial enzymes in Streptomyces fradiae NBRC 12773.
  Journal
J Antibiot (Tokyo) 58:766-74 (2005)
DOI:10.1038/ja.2005.104
  Sequence
Reference
  Authors
Huang F, Spiteller D, Koorbanally NA, Li Y, Llewellyn NM, Spencer JB
  Title
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.
  Journal
Chembiochem 8:283-8 (2007)
DOI:10.1002/cbic.200600371

KEGG   ORTHOLOGY: K20566Help
Entry
K20566                      KO                                     

Name
kanI
Definition
paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase [EC:1.1.3.43 1.1.3.-]
Pathway
ko00524  Neomycin, kanamycin and gentamicin biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00524 Neomycin, kanamycin and gentamicin biosynthesis
    K20566  kanI; paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.3  With oxygen as acceptor
    1.1.3.43  paromamine 6'-oxidase
     K20566  kanI; paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase
    1.1.3.-  
     K20566  kanI; paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase
BRITE hierarchy
Other DBs
RN: R08896 R10207 R11267 R11268
COG: COG2303
Genes
AG: CAF60534(kanI)
TaxonomyKoalaUniProt
Reference
  Authors
Kharel MK, Subba B, Basnet DB, Woo JS, Lee HC, Liou K, Sohng JK
  Title
A gene cluster for biosynthesis of kanamycin from Streptomyces kanamyceticus: comparison with gentamicin biosynthetic gene cluster.
  Journal
Arch Biochem Biophys 429:204-14 (2004)
DOI:10.1016/j.abb.2004.06.009
  Sequence
Reference
  Authors
Park JW, Park SR, Nepal KK, Han AR, Ban YH, Yoo YJ, Kim EJ, Kim EM, Kim D, Sohng JK, Yoon YJ
  Title
Discovery of parallel pathways of kanamycin biosynthesis allows antibiotic manipulation.
  Journal
Nat Chem Biol 7:843-52 (2011)
DOI:10.1038/nchembio.671

KEGG   ORTHOLOGY: K20577Help
Entry
K20577                      KO                                     

Name
aprQ
Definition
paromamine/lividamine 6'-oxidase [EC:1.1.3.43 1.1.3.-]
Pathway
ko00524  Neomycin, kanamycin and gentamicin biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00524 Neomycin, kanamycin and gentamicin biosynthesis
    K20577  aprQ; paromamine/lividamine 6'-oxidase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.3  With oxygen as acceptor
    1.1.3.43  paromamine 6'-oxidase
     K20577  aprQ; paromamine/lividamine 6'-oxidase
    1.1.3.-  
     K20577  aprQ; paromamine/lividamine 6'-oxidase
BRITE hierarchy
Other DBs
RN: R08896 R11273
COG: COG2303
Genes
AG: CAF33053(aprQ)
TaxonomyKoalaUniProt
Reference
  Authors
Lv M, Ji X, Zhao J, Li Y, Zhang C, Su L, Ding W, Deng Z, Yu Y, Zhang Q
  Title
Characterization of a C3 Deoxygenation Pathway Reveals a Key Branch Point in Aminoglycoside Biosynthesis.
  Journal
J Am Chem Soc 138:6427-35 (2016)
DOI:10.1021/jacs.6b02221
  Sequence

KEGG   ENZYME: 1.1.3.43Help
Entry
EC 1.1.3.43                 Enzyme                                 

Name
paromamine 6'-oxidase;
btrQ (gene name);
neoG (gene name);
kanI (gene name);
tacB (gene name);
neoQ (obsolete gene name)
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With oxygen as acceptor
BRITE hierarchy
Sysname
paromamine:oxygen 6'-oxidoreductase
Reaction(IUBMB)
paromamine + O2 = 6'-dehydroparomamine + H2O2 [RN:R08896]
Reaction(KEGG)
Substrate
paromamine [CPD:C01743];
O2 [CPD:C00007]
Product
6'-dehydroparomamine [CPD:C17583];
H2O2 [CPD:C00027]
Comment
Contains FAD. Involved in the biosynthetic pathways of several clinically important aminocyclitol antibiotics, including kanamycin, butirosin, neomycin and ribostamycin. Works in combination with EC 2.6.1.93, neamine transaminase, to replace the 6'-hydroxy group of paromamine with an amino group. The enzyme from the bacterium Streptomyces fradiae also catalyses EC 1.1.3.44, 6'''-hydroxyneomycin C oxidase.
History
EC 1.1.3.43 created 2012
Pathway
ec00524  Neomycin, kanamycin and gentamicin biosynthesis
ec01130  Biosynthesis of antibiotics
Orthology
K13552  paromamine 6'-oxidase
K20565  paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase
K20566  paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase
K20577  paromamine/lividamine 6'-oxidase
Genes
SRN: A4G23_05124(neoG)
Taxonomy
Reference
1  [PMID:17206729]
  Authors
Huang F, Spiteller D, Koorbanally NA, Li Y, Llewellyn NM, Spencer JB.
  Title
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.
  Journal
Chembiochem 8:283-8 (2007)
DOI:10.1002/cbic.200600371
Reference
2  [PMID:18408324]
  Authors
Yu Y, Hou X, Ni X, Xia H
  Title
Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption.
  Journal
J Antibiot (Tokyo) 61:63-9 (2008)
DOI:10.1038/ja.2008.111
Reference
3  [PMID:21689223]
  Authors
Clausnitzer D, Piepersberg W, Wehmeier UF
  Title
The oxidoreductases LivQ and NeoQ are responsible for the different 6'-modifications in the aminoglycosides lividomycin and neomycin.
  Journal
J Appl Microbiol 111:642-51 (2011)
DOI:10.1111/j.1365-2672.2011.05082.x
Other DBs
ExplorEnz - The Enzyme Database: 1.1.3.43
IUBMB Enzyme Nomenclature: 1.1.3.43
ExPASy - ENZYME nomenclature database: 1.1.3.43
BRENDA, the Enzyme Database: 1.1.3.43

KEGG   REACTION: R08896Help
Entry
R08896                      Reaction                               

Name
paromamine:oxygen 6'-oxidoreductase
Definition
Paromamine + Oxygen <=> 6'-Dehydro-6'-oxoparomamine + Hydrogen peroxide
Equation
Reaction class
RC00450  C01743_C17583
RC02755  C00007_C00027
Enzyme
Pathway
rn00524  Neomycin, kanamycin and gentamicin biosynthesis
rn01130  Biosynthesis of antibiotics
Orthology
K13552  paromamine 6'-oxidase [EC:1.1.3.43]
K20565  paromamine 6'-oxidase / 6'''-hydroxyneomycin C oxidase [EC:1.1.3.43 1.1.3.44]
K20566  paromamine 6'-oxidase / 2'-deamino-2'-hydroxyparomamine 6'-oxidase [EC:1.1.3.43 1.1.3.-]
K20577  paromamine/lividamine 6'-oxidase [EC:1.1.3.43 1.1.3.-]
Other DBs
RHEA: 34038

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