| Entry |
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| Name |
Tetracycline biosynthesis - Frankia alni
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| Class |
Metabolism; Metabolism of terpenoids and polyketides
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| Pathway map |
| Tetracycline biosynthesis |
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| Organism |
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| Gene |
| acetyl-coenzyme A carboxylase carboxyl transferase subunit beta; K01962 acetyl-CoA carboxylase carboxyl transferase subunit alpha [EC: 6.4.1.2] K01963 acetyl-CoA carboxylase carboxyl transferase subunit beta [EC: 6.4.1.2] [KO: K01962 K01963] [EC: 6.4.1.2 6.4.1.2] | | | | accB; biotin carboxyl carrier protein [KO: K02160] | | biotin carboxyl carrier protein; K02160 acetyl-CoA carboxylase biotin carboxyl carrier protein [KO: K02160] | | | | halogenase; K14257 FADH2 O2-dependent halogenase II [EC:1.14.14.-] [KO: K14257] [EC:1.14.14.-] |
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| Compound |
| Acetyl-CoA | | Malonyl-CoA | | Anhydrotetracycline | | 5a,11a-Dehydrotetracycline | | Tetracycline | | Chlortetracycline | | Oxytetracycline | | Malonamoyl-CoA | | 4-Ketoanhydrochlortetracycline | | 4-Keto-anhydrotetracycline | | 4-Hydroxy-6-methylpretetramide | | 6-Methylpretetramide | | 4-Amino-anhydrotetracycline | | Nonaketamide | | C-9 Reduced nonaketamide | | Nonaketamide monocyclic intermediate | | Nonaketamide tricyclic intermediate | | Pretetramid | | 5a,11a-Dehydrooxytetracycline | | Anhydrochlortetracycline | | 5a,11a-Dehydrochlortetracycline | | 4-Aminoanhydrochlortetracycline |
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| Reference |
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| Authors |
Petkovic H, Cullum J, Hranueli D, Hunter IS, Peric-Concha N, Pigac J, Thamchaipenet A, Vujaklija D, Long PF |
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| Title |
Genetics of Streptomyces rimosus, the oxytetracycline producer. |
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| Journal |
Microbiol Mol Biol Rev 70:704-28 (2006) |
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| Reference |
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| Authors |
Pickens LB, Tang Y |
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| Title |
Oxytetracycline biosynthesis. |
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| Journal |
J Biol Chem 285:27509-15 (2010) |
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| Reference |
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| Authors |
Zhang W, Ames BD, Tsai SC, Tang Y |
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| Title |
Engineered biosynthesis of a novel amidated polyketide, using the malonamyl-specific initiation module from the oxytetracycline polyketide synthase. |
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| Journal |
Appl Environ Microbiol 72:2573-80 (2006) |
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| Reference |
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| Authors |
Paul M Dewick. |
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| Title |
Medicinal Natural Products -A Biosynthetic Approach- (2nd ed) |
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| Journal |
John Wiley and Sons, LTD:376-379 (2001) |
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| Reference |
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| Authors |
Miller PA, Hash JH |
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| Title |
S-adenosylmethionine:dedimethylamino-4-aminoanhydrotetracycline N-methyltransferase. |
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| Journal |
Methods Enzymol 43:603-6 (1975) |
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| Reference |
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| Authors |
Miller PA, Hash JH |
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| Title |
ADP; tetracyclin 5a(11a)dehydrogenase. |
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| Journal |
Methods Enzymol 43:606-7 (1975) |
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| Reference |
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| Authors |
Wang P, Zhang W, Zhan J, Tang Y |
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| Title |
Identification of OxyE as an ancillary oxygenase during tetracycline biosynthesis. |
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| Journal |
Chembiochem 10:1544-50 (2009) |
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| Reference |
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| Authors |
Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J |
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| Title |
Identifying the minimal enzymes required for anhydrotetracycline biosynthesis. |
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| Journal |
J Am Chem Soc 130:6068-9 (2008) |
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| Reference |
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| Authors |
Petkovic H, Thamchaipenet A, Zhou LH, Hranueli D, Raspor P, Waterman PG, Hunter IS |
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| Title |
Disruption of an aromatase/cyclase from the oxytetracycline gene cluster of Streptomyces rimosus results in production of novel polyketides with shorter chain lengths. |
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| Journal |
J Biol Chem 274:32829-34 (1999) |
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| Reference |
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| Authors |
Peric-Concha N, Borovicka B, Long PF, Hranueli D, Waterman PG, Hunter IS |
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| Title |
Ablation of the otcC gene encoding a post-polyketide hydroxylase from the oxytetracyline biosynthetic pathway in Streptomyces rimosus results in novel polyketides with altered chain length. |
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| Journal |
J Biol Chem 280:37455-60 (2005) |
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| Reference |
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| Authors |
Zhang W, Watanabe K, Wang CC, Tang Y |
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| Title |
Investigation of early tailoring reactions in the oxytetracycline biosynthetic pathway. |
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| Journal |
J Biol Chem 282:25717-25 (2007) |
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| Reference |
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| Authors |
Kim ES, Bibb MJ, Butler MJ, Hopwood DA, Sherman DH. |
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| Title |
Sequences of the oxytetracycline polyketide synthase-encoding otc genes from Streptomyces rimosus. |
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| Journal |
Gene 141:141-2 (1994) |
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| Reference |
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| Authors |
Dairi T, Nakano T, Aisaka K, Katsumata R, Hasegawa M. |
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| Title |
Cloning and nucleotide sequence of the gene responsible for chlorination of tetracycline. |
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| Journal |
Biosci Biotechnol Biochem 59:1099-106 (1995) |
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| KO pathway |
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