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Neomycin, kanamycin and gentamicin biosynthesis

State Icon Reaction EC-Number Confidence maximal confidence score from EnzymeDetector
Carbamoyl_phosphate + kanamycin_B + ATP + H2O <=> 6''''-O-carbamoylkanamycin_B + AMP + diphosphate + phosphate + H+ 6.1.2.2 nebramycin 5' synthase

gentamicin_C2 <=> Gentamicin_C2a 5.1.99

S-adenosyl-L-methionine + 3''''-Amino-3''''-deoxygentamicin_A2 <=> S-adenosyl-L-homocysteine + gentamicin_A 2.1.1

JI-20A <=> gentamicin_C1a not assigned

Carbamoyl_phosphate + tobramycin + ATP + H2O <=> nebramycin_5'' + AMP + diphosphate + phosphate + H+ 6.1.2.2 nebramycin 5' synthase

3''''-Oxoribostamycin + NADPH + H+ <=> Xylostasin + NADP+ 1.1.1

Antibiotic_JI-20Ba <=> Gentamicin_C2a not assigned

2''''''-acetyl-6''''''-hydroxyparomomycin + H2O <=> 6''''''-hydroxyparomomycin + acetate 3.5.1

S-adenosyl-L-methionine + 2-deoxy-scyllo-inosamine <=> 3-amino-2,3-dideoxy-scyllo-inosose + 5''-deoxyadenosine + L-methionine + H+ 1.1.99.38 2-deoxy-scyllo-inosamine dehydrogenase (AdoMet-dependent)

UDP-N-acetyl-D-glucosamine + ribostamycin <=> 2''''''-acetyl-6''''''-deamino-6''''''-hydroxyneomycin_C + UDP + H+ 2.4.1.285 UDP-GlcNAc:ribostamycin N-acetylglucosaminyltransferase

kanamycin_A + 2-oxoglutarate <=> 6''-Oxokanamycin_X + L-glutamate 2.6.1.94 2'-deamino-2'-hydroxyneamine transaminase

2-deoxy-scyllo-inosamine + NAD+ <=> 3-amino-2,3-dideoxy-scyllo-inosose + NADH + H+ 1.1.1.329 2-deoxy-scyllo-inosamine dehydrogenase

geneticin + FAD <=> 6''-Oxo-G418 + FADH2 not assigned

neamine + 5-phospho-alpha-D-ribose_1-diphosphate <=> 5''''-phosphoribostamycin + diphosphate 2.4.2.49 neamine phosphoribosyltransferase

L-glutamine + 2-deoxy-scyllo-inosose <=> 2-Oxoglutaramate + 2-deoxy-scyllo-inosamine 2.6.1.100 L-glutamine:2-deoxy-scyllo-inosose aminotransferase
2.6.1.50 glutamine---scyllo-inositol transaminase


butirosin_B <=> Butirosin_A 5.1.3

6''''''-deamino-6''''''-hydroxyneomycin_C + O2 <=> 6''''''-deamino-6''''''-oxoneomycin_C + H2O2 1.1.3.44 6'''-hydroxyneomycin C oxidase

paromomycin <=> 5''''''-epi-Lividomycin_B not assigned

paromomycin <=> paromomycin 5.1.3

neamine + 2-oxoglutarate <=> 6''-dehydroparomamine + L-glutamate 2.6.1.93 neamine transaminase

gamma-L-Glutamyl-[acp] <=> 4-Aminobutyryl-[acp] + CO2 4.1.1.95 L-glutamyl-[BtrI acyl-carrier protein] decarboxylase

gentamicin_X2 + FAD <=> 6''-Oxogentamicin_X2 + FADH2 not assigned

UDP-glucose + neamine <=> 3''''-deamino-3''''-hydroxykanamycin_B + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

5''''-phosphoribostamycin + H2O <=> ribostamycin + phosphate 3.1.3.88 5''-phosphoribostamycin phosphatase

UDP-N-acetyl-D-glucosamine + 2-deoxystreptamine <=> H+ + 2''-N-acetylparomamine + UDP 2.4.1.283 2-deoxystreptamine N-acetyl-D-glucosaminyltransferase

paromamine + 5-phospho-alpha-D-ribose_1-diphosphate <=> 5''''-phosphoribosylparomamine + diphosphate 2.4.2

2''-N-acetylparomamine + H2O <=> paromamine + acetate 3.5.1.112 2'-N-acetylparomamine deacetylase

2''-deamino-2''-hydroxy-6''-dehydroparomamine + L-glutamate <=> 2''-deamino-2''-hydroxyneamine + 2-oxoglutarate 2.6.1.94 2'-deamino-2'-hydroxyneamine transaminase

gentamicin_A + methylcobalamin + S-adenosyl-L-methionine + H+ + e- <=> gentamicin_X2 + Cobalamin + 5''-Deoxyadenosine + L-methionine 2.1.1

paromamine + O2 <=> 6''-dehydroparomamine + H2O2 1.1.3.43 paromamine 6'-oxidase

kanamycin_A + NADP+ <=> 2''-dehydrokanamycin_A + NADPH + H+ 1.1.1.355 2'-dehydrokanamycin reductase

UDP-glucose + 2-deoxystreptamine <=> 2''-deamino-2''-hydroxyparomamine + UDP + H+ 2.4.1.284 2-deoxystreptamine glucosyltransferase

5''''''-epi-Lividomycin_B <=> Lividomycin_B 5.1.3

2''-deamino-2''-hydroxyparomamine + O2 <=> 2''-deamino-2''-hydroxy-6''-dehydroparomamine + H2O2 1.1.3

2''-deamino-2''-hydroxyneamine + UDP-alpha-D-kanosamine <=> kanamycin_A + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

6''''''-hydroxyparomomycin + O2 <=> 6''''''-oxoparomomycin + H2O2 1.1.3

paromamine + S-adenosyl-L-methionine + reduced_acceptor <=> 4''-Oxolividamine + L-methionine + 5''-Deoxyadenosine + acceptor + H2O not assigned

kanamycin_X + O2 <=> 6''-Oxokanamycin_X + H2O2 1.1.3

UDP-3-ketoglucose + L-glutamate <=> UDP-alpha-D-kanosamine + 2-oxoglutarate 2.6.1

2''''''-acetyl-6''''''-deamino-6''''''-hydroxyneomycin_C + H2O <=> 6''''''-deamino-6''''''-hydroxyneomycin_C + acetate 3.5.1.113 2'''-acetyl-6'''-hydroxyneomycin C deacetylase

ribostamycin + NAD+ <=> 3''''-Oxoribostamycin + NADH + H+ 1.1.1

L-glutamine + 3-amino-2,3-dideoxy-scyllo-inosose <=> 2-Oxoglutaramate + 2-deoxystreptamine 2.6.1.101 L-glutamine:3-amino-2,3-dideoxy-scyllo-inosose aminotransferase
2.6.1.50 glutamine---scyllo-inositol transaminase


neomycin_C <=> neomycin 5.1.3

paromamine + UDP-D-xylose <=> gentamicin_A2 + UDP + H+ 2.4.2

4''-Oxonebramine + NADPH + H+ <=> nebramine + NADP+ 1.1.1

5''''-phosphoribosylparomamine + H2O <=> 5-Ribosylparomamine + phosphate 3.1.3

neamine + UDP-alpha-D-kanosamine <=> kanamycin_B + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

6''-Oxo-G418 + L-glutamate <=> Antibiotic_JI-20Ba + 2-oxoglutarate 2.6.1

ATP + L-glutamate + 4-Aminobutyryl-[acp] <=> ADP + phosphate + 4-(gamma-L-Glutamylamino)butanoyl-[acp] 6.2.1.39 [butirosin acyl-carrier protein]---L-glutamate ligase

gamma-L-glutamyl-butirosin_B <=> butirosin_B + 5-oxoproline 4.3.2.6 gamma-L-glutamyl-butirosin B gamma-glutamyl cyclotransferase

gentamicin_A2 + NAD+ <=> 3''''-Oxogentamicin_A2 + NADH + H+ 1.1.1

neamine + S-adenosyl-L-methionine + reduced_acceptor <=> 4''-Oxonebramine + L-methionine + 5''-Deoxyadenosine + acceptor + H2O not assigned

gentamicin_X2 + methylcobalamin + S-adenosyl-L-methionine + H+ + e- <=> geneticin + Cobalamin + 5''-Deoxyadenosine + L-methionine 2.1.1

D-glucose + ATP <=> D-glucose_6-phosphate + ADP + H+ 2.7.1.1 hexokinase
2.7.1.2 glucokinase
2.7.1.4 fructokinase
2.7.1.55 allose kinase
2.7.1.59 N-acetylglucosamine kinase
2.7.1.60 N-acylmannosamine kinase
3.1.3.9 glucose-6-phosphatase







UDP-N-acetyl-D-glucosamine + 5-Ribosylparomamine <=> 2''''''-acetyl-6''''''-hydroxyparomomycin + UDP + H+ 2.4.1

Lividamine + O2 <=> 6''-Oxolividamine + H2O2 1.1.3

Antibiotic_JI-20B <=> gentamicin_C2 not assigned

2''-deamino-2''-hydroxyparomamine + UDP-alpha-D-kanosamine <=> kanamycin_X + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

4''-Oxolividamine + NADPH + H+ <=> Lividamine + NADP+ 1.1.1

D-glucose_6-phosphate <=> 2-deoxy-scyllo-inosose + phosphate 4.2.3.124 2-deoxy-scyllo-inosose synthase

Antibiotic_JI-20B <=> Antibiotic_JI-20Ba not assigned

kanamycin_C + O2 <=> 6''-Oxokanamycin_C + H2O2 1.1.3

paromomycin + 2-oxoglutarate <=> 6''''''-oxoparomomycin + L-glutamate 2.6.1

4-(gamma-L-Glutamylamino)butanoyl-[acp] + FMNH2 + O2 <=> 4-(gamma-L-Glutamylamino)-(2S)-2-hydroxybutanoyl-[acp] + FMN + H2O 1.14.14.13 4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] monooxygenase

paromamine + UDP-alpha-D-kanosamine <=> kanamycin_C + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

UDP-alpha-D-kanosamine + nebramine <=> UDP + tobramycin 2.4.1

UDP-glucose + NAD+ <=> H+ + UDP-3-ketoglucose + NADH 1.1.1
1.1.1.M53


kanamycin_B + 2-oxoglutarate <=> 6''-Oxokanamycin_C + L-glutamate 2.6.1.94 2'-deamino-2'-hydroxyneamine transaminase

neomycin_C + 2-oxoglutarate <=> 6''''''-deamino-6''''''-oxoneomycin_C + L-glutamate 2.6.1.95 neomycin C transaminase

kanamycin_B + 2-oxoglutarate + O2 <=> 2''-dehydrokanamycin_A + succinate + NH3 + CO2 1.14.11.37 kanamycin B dioxygenase

4-(gamma-L-Glutamylamino)-(2S)-2-hydroxybutanoyl-[acp] + ribostamycin <=> [acyl-carrier_protein] + gamma-L-glutamyl-butirosin_B 2.3.2.19 ribostamycin:4-(gamma-L-glutamylamino)-(S)-2-hydroxybutanoyl-[BtrI acyl-carrier protein] 4-(gamma-L-glutamylamino)-(S)-2-hydroxybutanoate transferase

3''''-Oxogentamicin_A2 + L-glutamate <=> 3''''-Amino-3''''-deoxygentamicin_A2 + 2-oxoglutarate 2.6.1

ATP + L-glutamate + [acyl-carrier_protein] <=> ADP + phosphate + gamma-L-Glutamyl-[acp] 6.2.1.39 [butirosin acyl-carrier protein]---L-glutamate ligase

UDP-glucose + 2''-deamino-2''-hydroxyneamine <=> Kanamycin_D + UDP + H+ 2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

Carbamoyl_phosphate + kanamycin_A + ATP + H2O <=> 6''''-O-carbamoylkanamycin_A + AMP + diphosphate + phosphate + H+ 6.1.2.2 nebramycin 5' synthase

2-deoxy-scyllo-inosamine + NADP+ <=> 3-amino-2,3-dideoxy-scyllo-inosose + NADPH + H+ 1.1.1.329 2-deoxy-scyllo-inosamine dehydrogenase

6''-Oxo-G418 + L-glutamate <=> Antibiotic_JI-20B + 2-oxoglutarate 2.6.1

6''-Oxogentamicin_X2 + L-glutamate <=> JI-20A + 2-oxoglutarate 2.6.1

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