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Biosynthesis of enediyne antibiotics

State Icon Reaction EC-Number Confidence maximal confidence score from EnzymeDetector
S-adenosyl-L-methionine + Orsellinate-[acp] <=> S-adenosyl-L-homocysteine + 2-Methoxyorsellinate-[acp] 2.1.1
–
acetyl-CoA + malonyl-CoA + NADPH + H+ <=> 6-Methylsalicylate + CoA + CO2 + NADP+ + H2O 2.3.1.165 6-methylsalicylic-acid synthase
–
3-Hydroxy-7,8-dimethoxy-6-isopropoxy-2-naphthoate + CoA <=> 3-Hydroxy-7,8-dimethoxy-6-isopropoxy-2-naphthoyl-CoA not assigned
 –
2-hydroxy-5-methyl-1-naphthoate + reduced_ferredoxin_[iron-sulfur]_cluster + O2 + H+ <=> 2,7-dihydroxy-5-methyl-1-naphthoate + oxidized_ferredoxin + H2O 1.14.15.31 2-hydroxy-5-methyl-1-naphthoate 7-hydroxylase
–
(S)-beta-Tyrosyl-[pcp] <=> 3-(4-Hydroxyphenyl)-3-oxopropanoyl-[pcp] not assigned
 –
dTDP-3-O-methyl-beta-L-rhamnose + Calicheamicin_PsAg <=> dTDP + Calicheamicin_alpha3(I) 2.4.1
–
dTDP-4-ethylamino-3-O-methyl-2,4-dideoxy-L-threo-pentopyranose + Calicheamicin_PsAg <=> dTDP + Calicheamicin_alpha1(I) 2.4.2
–
3,4-Dihydro-7-methoxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylic_acid <=> 3,4-Dihydro-7-methoxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carbonyl-CoA not assigned
 –
2-aza-L-tyrosine <=> (R)-2-Aza-beta-tyrosine 5.4.3
–
NDP-2-amino-2,6-dideoxy-D-galactose <=> NDP-2-methylamino-2,6-dideoxy-D-galactose 2.1.1
–
3-Hydroxy-6,7,8-trimethoxy-2-naphthoate <=> 3-Hydroxy-7,8-dimethoxy-6-isopropoxy-2-naphthoate not assigned
 –
ATP + (S)-beta-tyrosine + pC3'p <=> AMP + diphosphate + (S)-beta-Tyrosyl-[pcp] 6.2.1
–
(2S)-2-amino-4-deoxy-chorismate + FMN <=> 2-amino-2-deoxychorismate + FMNH2 1.3.8.t
1.3.99.24 2-amino-4-deoxychorismate dehydrogenase
–
–
ATP + (R)-2-Aza-beta-tyrosine + pC3'p <=> AMP + diphosphate + (R)-2-Aza-beta-tyrosyl-[pcp] 6.2.1
–
(S)-3-Chloro-beta-tyrosyl-[pcp] + FADH2 + O2 <=> (S)-3-Chloro-4,5-dihydroxy-beta-phenylalanyl-[pcp] + FAD + H2O 1.14.14.15 (3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2] monooxygenase
–
ATP + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate + CoA <=> AMP + diphosphate + 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA 6.2.1.43 2-hydroxy-7-methoxy-5-methyl-1-naphthoate---CoA ligase
–
ATP + 6-Methylsalicylate + CoA <=> AMP + diphosphate + 6-Methylsalicylyl-CoA 6.2.1
–
S-adenosyl-L-methionine + 6-Methylsalicylyl-CoA <=> S-adenosyl-L-homocysteine + 3,6-Dimethylsalicylyl-CoA 2.1.1
–
2-Methoxyorsellinate-[acp] + I- <=> 5-Iodo-2-methoxyorsellinate-[acp] not assigned
 –
(R)-2-Aza-beta-tyrosyl-[pcp] + FADH2 + Cl- + O2 + H+ <=> (R)-2-Aza-3-chloro-beta-tyrosyl-[pcp] + FAD + 2 H2O 1.14.19
–
5-Iodo-2-methoxyorsellinate-[acp] <=> 3-Hydroxy-5-iodo-2-methoxyorsellinate-[acp] 1.14
–
chorismate + L-glutamine <=> (2S)-2-amino-4-deoxy-chorismate + L-glutamate 2.6.1.85 aminodeoxychorismate synthase
2.6.1.86 2-amino-4-deoxychorismate synthase
–
–
(S)-beta-Tyrosyl-[pcp] + FADH2 + Cl- + O2 + H+ <=> (S)-3-Chloro-beta-tyrosyl-[pcp] + FAD + 2 H2O 1.14.19
–
S-adenosyl-L-methionine + 3-Hydroxy-5-iodo-2-methoxyorsellinate-[acp] <=> S-adenosyl-L-homocysteine + 5-Iodo-2,3-dimethoxyorsellinate-[acp] 2.1.1
–
2-amino-2-deoxychorismate <=> 3,4-Dihydro-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylate not assigned
 –
3,4-Dihydro-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylate <=> 3,4-Dihydro-7-hydroxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylate 1.14
–
dTDP-4-ethylamino-3-O-methyl-2,4-dideoxy-L-threo-pentopyranose + Calicheamicin_alpha3(I) <=> dTDP + Calicheamicin_gamma(1)I 2.4.2
–
NDP-4-oxo-6-deoxy-D-mannose <=> NDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose not assigned
 –
acetyl-CoA + 3 malonyl-CoA + [acyl-carrier_protein] <=> Orsellinate-[acp] + 4 CoA + 3 CO2 + H2O 2.3.1
–
L-tyrosine <=> (S)-beta-tyrosine 5.4.3.6 tyrosine 2,3-aminomutase
–
NDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose <=> NDP-2-amino-4-oxo-2,6-dideoxy-D-galactose not assigned
 –
4-Deoxy-4-thio-alpha-D-digitoxosyl-calicheamicin_T0 + 5-Iodo-2,3-dimethoxyorsellinate-[acp] <=> Calicheamicin_PsAg + [acyl-carrier_protein] not assigned
 –
D-mannose_1-phosphate <=> NDP-D-mannose not assigned
 –
3,6,8-Trihydroxy-2-naphthoate + reduced_acceptor + O2 <=> 3,6,7,8-Tetrahydroxy-2-naphthoate + acceptor + H2O 1.14
–
acetyl-CoA + malonyl-CoA + NADPH + H+ <=> 2-hydroxy-5-methyl-1-naphthoate + CoA + CO2 + H2O + NADP+ 2.3.1.237 neocarzinostatin naphthoate synthase
–
dTDP-4-deoxy-4-thio-alpha-D-digitoxose + Calicheamicin_T0 <=> dTDP + 4-Deoxy-4-thio-alpha-D-digitoxosyl-calicheamicin_T0 2.4.1
–
3,4-Dihydro-7-hydroxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylate <=> 3,4-Dihydro-7-methoxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carboxylic_acid 2.1.1
–
NDP-2-amino-4-oxo-2,6-dideoxy-D-galactose <=> NDP-2-amino-2,6-dideoxy-D-galactose not assigned
 –
dTDP-3-O-methyl-beta-L-rhamnose + Calicheamicin_alpha1(I) <=> dTDP + Calicheamicin_gamma(1)I 2.4.1
–
S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate <=> S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate + H+ 2.1.1.303 2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase
–
NDP-D-mannose <=> NDP-4-oxo-6-deoxy-D-mannose not assigned
 –
dTDP-4-hydroxyamino-4,6-dideoxy-alpha-D-glucose + Calicheamicinone <=> dTDP + Calicheamicin_T0 2.4.1
–
8 malonyl-CoA + 7 NADPH + 7 H+ + [acyl-carrier_protein] <=> 3-Hydroxyhexadeca-4,6,8,10,12,14-hexaenoyl-[acp] + 8 CoA + 8 CO2 + 6 H2O + 7 NADP+ not assigned
 –
3,6,7,8-Tetrahydroxy-2-naphthoate <=> 3-Hydroxy-6,7,8-trimethoxy-2-naphthoate 2.1.1
–
3-Hydroxyhexadeca-4,6,8,10,12,14-hexaenoyl-[acp] <=> 1,3,5,7,9,11,13-Pentadecaheptaene + CO2 + [acyl-carrier_protein] not assigned
 –

Visualization of the pathway