Entry |
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Name |
Biosynthesis of ansamycins |
Class |
Metabolism; Metabolism of terpenoids and polyketides
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Pathway map |

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Drug |
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Other DBs |
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Reaction |
R06586 | UDP-3-ketoglucose:L-glutamate aminotransferase |
R06588 | ATP:kanosamine 6-phosphotransferase |
R06590 | sedoheptulose-7-phosphate:D-glyceraldehyde-3-phosphate glycolaldehydetransferase; sedoheptulose-7-phosphate:D-glyceraldehyde-3-phosphate glycolaldehydetransferase |
R06591 | phosphoenolpyruvate:imino-D-erythrose-4-phosphate C-(1-carboxyvinyl)transferase (phosphate hydrolysing, 2-carboxy-2-oxoethyl-forming) |
R06594 | UDP-glucose:NAD+ 3-oxidoreductase |
R06595 | 5-amino-5-deoxy-3-dehydroshikimate hydro-lyase (3-amino-5-hydroxybenzoate-forming) |
R06998 | S-adenosyl-L-methionine:27-O-demethylrifamycin-SV 27-O-methyltransferase |
R09853 | carbamoyl-phosphate:20-O-methyl-19-chloroproansamitocin carbamoyltransferase |
R09856 | S-adenosyl-L-methionine:N-demethylansamitocin-P-3 N-methyltransferase |
R09857 | UDP-glucose:N-demethylansamitocin-P-3 beta-D-glucosyltransferase |
R09858 | carbamoyl-phosphate:ansamitocinoside-P-3 carbamoyltransferase |
|
Compound |
C12107 | 3-Amino-5-hydroxybenzoate |
C12108 | 5-Amino-5-deoxy-3-dehydroshikimate |
C12214 | Aminofructose 6-phosphate |
C12215 | Iminoerythrose 4-phosphate |
C14724 | Demethyl-desacetyl-rifamycin S |
C14725 | 27-O-Demethyl-25-O-desacetylrifamycin SV |
C14727 | 27-O-Demethylrifamycin SV |
C20134 | 19-Chloroproansamitocin |
C20135 | 20-O-Methyl-19-chloroproansamitocin |
C20136 | N-Demethyl-desepoxymaytansinol |
C20137 | N-Demethyl-desepoxyansamitocin P-3 |
C20138 | N-Demethylansamitocin P-3 |
C20140 | 4''-O-Carbamoyl ansamitocinoside P-3 |
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Reference |
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Authors |
Kang Q, Shen Y, Bai L |
Title |
Biosynthesis of 3,5-AHBA-derived natural products. |
Journal |
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Reference |
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Authors |
Floss HG, Yu TW, Arakawa K |
Title |
The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of mC7N units in ansamycin and mitomycin antibiotics: a review. |
Journal |
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Reference |
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Authors |
Guo J, Frost JW |
Title |
Kanosamine biosynthesis: a likely source of the aminoshikimate pathway's nitrogen atom. |
Journal |
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Reference |
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Authors |
Wenzel SC, Williamson RM, Grunanger C, Xu J, Gerth K, Martinez RA, Moss SJ, Carroll BJ, Grond S, Unkefer CJ, Muller R, Floss HG |
Title |
On the biosynthetic origin of methoxymalonyl-acyl carrier protein, the substrate for incorporation of "glycolate" units into ansamitocin and soraphen A. |
Journal |
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Reference |
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Authors |
Kato Y, Bai L, Xue Q, Revill WP, Yu TW, Floss HG |
Title |
Functional expression of genes involved in the biosynthesis of the novel polyketide chain extension unit, methoxymalonyl-acyl carrier protein, and engineered biosynthesis of 2-desmethyl-2-methoxy-6-deoxyerythronolide B. |
Journal |
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Reference |
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Authors |
Yu TW, Bai L, Clade D, Hoffmann D, Toelzer S, Trinh KQ, Xu J, Moss SJ, Leistner E, Floss HG |
Title |
The biosynthetic gene cluster of the maytansinoid antitumor agent ansamitocin from Actinosynnema pretiosum. |
Journal |
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Reference |
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Authors |
Spiteller P, Bai L, Shang G, Carroll BJ, Yu TW, Floss HG |
Title |
The post-polyketide synthase modification steps in the biosynthesis of the antitumor agent ansamitocin by Actinosynnema pretiosum. |
Journal |
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Reference |
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Authors |
Taft F, Brunjes M, Knobloch T, Floss HG, Kirschning A |
Title |
Timing of the Delta(10,12)-Delta(11,13) double bond migration during ansamitocin biosynthesis in Actinosynnema pretiosum. |
Journal |
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Reference |
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Authors |
Li Y, Zhao P, Kang Q, Ma J, Bai L, Deng Z |
Title |
Dual carbamoylations on the polyketide and glycosyl moiety by asm21 result in extended ansamitocin biosynthesis. |
Journal |
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Reference |
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Authors |
Wu Y, Kang Q, Shang G, Spiteller P, Carroll B, Yu TW, Su W, Bai L, Floss HG |
Title |
N-methylation of the amide bond by methyltransferase asm10 in ansamitocin biosynthesis. |
Journal |
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Reference |
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Authors |
Zhao P, Bai L, Ma J, Zeng Y, Li L, Zhang Y, Lu C, Dai H, Wu Z, Li Y, Wu X, Chen G, Hao X, Shen Y, Deng Z, Floss HG |
Title |
Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins. |
Journal |
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Reference |
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Authors |
Arakawa K, Muller R, Mahmud T, Yu TW, Floss HG |
Title |
Characterization of the early stage aminoshikimate pathway in the formation of 3-amino-5-hydroxybenzoic acid: the RifN protein specifically converts kanosamine into kanosamine 6-phosphate. |
Journal |
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Reference |
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Authors |
Watanabe K, Rude MA, Walsh CT, Khosla C |
Title |
Engineered biosynthesis of an ansamycin polyketide precursor in Escherichia coli. |
Journal |
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Reference |
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Authors |
Floss HG, Yu TW. |
Title |
Rifamycin-mode of action, resistance, and biosynthesis. |
Journal |
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Reference |
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Authors |
Xu J, Mahmud T, Floss HG |
Title |
Isolation and characterization of 27-O-demethylrifamycin SV methyltransferase provides new insights into the post-PKS modification steps during the biosynthesis of the antitubercular drug rifamycin B by Amycolatopsis mediterranei S699. |
Journal |
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Reference |
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Authors |
Xiong Y, Wu X, Mahmud T |
Title |
A homologue of the Mycobacterium tuberculosis PapA5 protein, rif-orf20, is an acetyltransferase involved in the biosynthesis of antitubercular drug rifamycin B by Amycolatopsis mediterranei S699. |
Journal |
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Reference |
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Authors |
Xu J, Wan E, Kim CJ, Floss HG, Mahmud T |
Title |
Identification of tailoring genes involved in the modification of the polyketide backbone of rifamycin B by Amycolatopsis mediterranei S699. |
Journal |
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Related pathway |
rn00520 | Amino sugar and nucleotide sugar metabolism |
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KO pathway |
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