Pathway Details

Recommended name

Biosynthesis of 12-, 14- and 16-membered macrolides

Alternative names

Reactions

Propanoyl-CoA + 6 2-Methylmalonyl-CoA <-> 7 Coenzyme A + 6 CO2 + 6-Deoxyerythronolide B

S-Adenosyl-L-methionine + Macrocin <-> S-Adenosyl-L-homocysteine + Tylosin

S-Adenosyl-L-methionine + Demethylmacrocin <-> S-Adenosyl-L-homocysteine + Macrocin

O2 + 6-Deoxyerythronolide B <-> Erythronolide B

dTDP-4-dehydro-6-deoxy-D-glucose <-> dTDP-3-oxo-6-deoxy-D-glucose

dTDP-4-dehydro-6-deoxy-D-glucose <-> dTDP-3,4-dioxo-2,6-dideoxy-D-glucose

O2 + Erythromycin <-> H2O + Erythromycin E

S-Adenosyl-L-homocysteine + Erythromycin <-> S-Adenosyl-L-methionine + Erythromycin C

Erythromycin <-> Erythromycin B

Erythromycin C <-> Erythromycin D

dTDP-3-oxo-6-deoxy-D-glucose <-> dTDP-3-oxo-4,6-dideoxy-alpha-D-glucose

dTDP-3-oxo-4,6-dideoxy-alpha-D-glucose <-> dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucose

2 S-Adenosyl-L-methionine + dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucose <-> 2 S-Adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,4,6-trideoxy-D-glucose

dTDP-3,4-dioxo-2,6-dideoxy-D-glucose <-> dTDP-4-oxo-2,6-dideoxy-alpha-D-glucose

dTDP-4-oxo-2,6-dideoxy-alpha-D-glucose <-> dTDP-4-oxo-2,6-dideoxy-L-glucose

S-Adenosyl-L-methionine + dTDP-4-oxo-2,6-dideoxy-L-glucose <-> S-Adenosyl-L-homocysteine + dTDP-4-oxo-3-methyl-2,6-dideoxy-L-glucose

dTDP-4-oxo-3-methyl-2,6-dideoxy-L-glucose <-> dTDP-beta-L-mycarose

dTDP + 3-O-Mycarosylerythronolide B <-> dTDP-beta-L-mycarose + Erythronolide B

dTDP-3-dimethylamino-3,4,6-trideoxy-D-glucose + 3-O-Mycarosylerythronolide B <-> dTDP + Erythromycin D

S-Adenosyl-L-homocysteine + Erythromycin B <-> S-Adenosyl-L-methionine + Erythromycin D

2 Malonyl-CoA + Propanoyl-CoA + 5 2-Methylmalonyl-CoA <-> 8 Coenzyme A + 7 CO2 + Tylactone

H+ + NADPH + O2 + 5-O-beta-D-Mycaminosyltylactone <-> H2O + NADP+ + 5-O-beta-D-Mycaminosyltylonolide

dTDP-D-mycaminose + Tylactone <-> dTDP + 5-O-beta-D-Mycaminosyltylactone

dTDP-6-deoxy-D-allose + 5-O-beta-D-Mycaminosyltylonolide <-> dTDP + Demethyllactenocin

dTDP-L-mycarose + Demethyllactenocin <-> dTDP + Demethylmacrocin

Acetyl-CoA + 6 2-Methylmalonyl-CoA <-> 7 Coenzyme A + 6 CO2 + 8,8a-Deoxyoleandolide

H+ + NADPH + O2 + 8,8a-Deoxyoleandolide <-> H2O + NADP+ + Oleandolide

dTDP-L-olivose + Oleandolide <-> dTDP + L-Olivosyl-oleandolide

S-Adenosyl-L-methionine + L-Olivosyl-oleandolide <-> S-Adenosyl-L-homocysteine + L-Oleandrosyl-oleandolide

dTDP-D-desosamine + L-Oleandrosyl-oleandolide <-> dTDP + Oleandomycin

Malonyl-CoA + Propanoyl-CoA + 2-Methylmalonyl-CoA <-> Coenzyme A + CO2 + 10-Deoxymethynolide

Malonyl-CoA + Propanoyl-CoA + 2-Methylmalonyl-CoA <-> Coenzyme A + CO2 + Narbonolide

dTDP-D-desosamine + 10-Deoxymethynolide <-> dTDP + YC-17

dTDP-D-desosamine + Narbonolide <-> dTDP + Narbomycin

H+ + NADPH + O2 + YC-17 <-> H2O + NADP+ + Neomethymycin

H+ + NADPH + O2 + YC-17 <-> H2O + NADP+ + Methymycin

H+ + NADPH + O2 + Narbomycin <-> H2O + NADP+ + Pikromycin

H+ + NADPH + O2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''2a'' aglycone <-> H2O + NADP+ + 5-Oxoavermectin ''2a'' aglycone

H+ + NADPH + O2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1a'' aglycone <-> H2O + NADP+ + 5-Oxoavermectin ''1a'' aglycone

H+ + NADPH + O2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''2b'' aglycone <-> H2O + NADP+ + 5-Oxoavermectin ''2b'' aglycone

H+ + NADPH + O2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1b'' aglycone <-> H2O + NADP+ + 5-Oxoavermectin ''1b'' aglycone

H+ + NADPH + 5-Oxoavermectin ''2a'' aglycone <-> NADP+ + Avermectin B2a aglycone

H+ + NADPH + 5-Oxoavermectin ''1a'' aglycone <-> NADP+ + Avermectin B1a aglycone

H+ + NADPH + 5-Oxoavermectin ''2b'' aglycone <-> NADP+ + Avermectin B2b aglycone

H+ + NADPH + 5-Oxoavermectin ''1b'' aglycone <-> NADP+ + Avermectin B1b aglycone

S-Adenosyl-L-methionine + Avermectin B2a aglycone <-> S-Adenosyl-L-homocysteine + Avermectin A2a aglycone

S-Adenosyl-L-methionine + Avermectin B1a aglycone <-> S-Adenosyl-L-homocysteine + Avermectin A1a aglycone

S-Adenosyl-L-methionine + Avermectin B2b aglycone <-> S-Adenosyl-L-homocysteine + Avermectin A2b aglycone

S-Adenosyl-L-methionine + Avermectin B1b aglycone <-> S-Adenosyl-L-homocysteine + Avermectin A1b aglycone

7 Malonyl-CoA + 2-Methylbutanoyl-CoA + 5 2-Methylmalonyl-CoA <-> 13 Coenzyme A + 12 CO2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''2a'' aglycone

7 Malonyl-CoA + 2-Methylbutanoyl-CoA + 5 2-Methylmalonyl-CoA <-> 13 Coenzyme A + 12 CO2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1a'' aglycone

7 Malonyl-CoA + 2-Methylpropanoyl-CoA + 5 2-Methylmalonyl-CoA <-> 13 Coenzyme A + 12 CO2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''2b'' aglycone

7 Malonyl-CoA + 2-Methylpropanoyl-CoA + 5 2-Methylmalonyl-CoA <-> 13 Coenzyme A + 12 CO2 + 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1b'' aglycone

dTDP-L-oleandrose + Avermectin B2a aglycone <-> dTDP + Avermectin B2a monosaccharide

dTDP-L-oleandrose + Avermectin B2a monosaccharide <-> dTDP + Avermectin B2a

dTDP-L-oleandrose + Avermectin A2a aglycone <-> dTDP + Avermectin A2a monosaccharide

dTDP-L-oleandrose + Avermectin A2a monosaccharide <-> dTDP + Avermectin A2a

dTDP-L-oleandrose + Avermectin B1a aglycone <-> dTDP + Avermectin B1a monosaccharide

dTDP-L-oleandrose + Avermectin B1a monosaccharide <-> dTDP + Avermectin B1a

dTDP-L-oleandrose + Avermectin A1a aglycone <-> dTDP + Avermectin A1a monosaccharide

dTDP-L-oleandrose + Avermectin A1a monosaccharide <-> dTDP + Avermectin A1a

dTDP-L-oleandrose + Avermectin B2b aglycone <-> dTDP + Avermectin B2b monosaccharide

dTDP-L-oleandrose + Avermectin B2b monosaccharide <-> dTDP + Avermectin B2b

dTDP-L-oleandrose + Avermectin A2b aglycone <-> dTDP + Avermectin A2b monosaccharide

dTDP-L-oleandrose + Avermectin A2b monosaccharide <-> dTDP + Avermectin A2b

dTDP-L-oleandrose + Avermectin B1b aglycone <-> dTDP + Avermectin B1b monosaccharide

dTDP-L-oleandrose + Avermectin B1b monosaccharide <-> dTDP + Avermectin B1b

dTDP-L-oleandrose + Avermectin A1b aglycone <-> dTDP + Avermectin A1b monosaccharide

dTDP-L-oleandrose + Avermectin A1b monosaccharide <-> dTDP + Avermectin A1b

Megalomicin A <-> Megalomicin B

Megalomicin A <-> Megalomicin C1

Megalomicin A <-> Megalomicin C2

Erythromycin C + dTDP-L-megosamine <-> dTDP + Megalomicin A

Classification

Metabolism of Terpenoids and Polyketides