Entry Name Biosynthesis of ansamycins
Class Metabolism; Metabolism of terpenoids and polyketidesBRITE hierarchy
Pathway map Drug Other DBs Orthology K15466 rifF, asm9; amide synthase
K15670 rifA; rifamycin polyketide synthase modules 1, 2 and 3 [EC:6.2.1.74 ]
K15671 rifB; rifamycin polyketide synthase modules 4, 5 and 6
K15672 rifC_D; rifamycin polyketide synthase modules 7 and 8
K15673 rifE; rifamycin polyketide synthase modules 9 and 10
K16015 rifL, asm44; oxidoreductase [EC:1.1.1.-]
K16016 rifK, asm24, asm43; 3-amino-5-hydroxybenzoate synthase [EC:4.2.1.144 2.6.1.-]
K16017 rifM, asm45; AHBA synthesis associated protein
K16019 rifH; 3,4-Dideoxy-4-amino-D-arabino-heptulosonate 7-phosphate synthase
K16020 rifG, asm47; 5-deoxy-5-amino-3-dehydroquinate synthase
K16021 rifJ, asm23; 5-deoxy-5-amino-3-dehydroquinate dehydratase
K16022 rif19; flavoprotein hydroxylase
K16023 rif20; acetyltransferase
K16024 asm13; methoxymalonate biosynthesis protein
K16025 asm14; methoxymalonate biosynthesis acyl carrier protein
K16026 asm15; methoxymalonate biosynthesis protein
K16027 asm16; methoxymalonate biosynthesis protein
K16028 asm17; O-methyltransferase
K16029 asmA; ansamitocin polyketide synthase A
K16030 asmB; ansamitocin polyketide synthase B
K16031 asmC; ansamitocin polyketide synthase C
K16032 asmD; ansamitocin polyketide synthase D
K16033 asm12; FADH2-dependent halogenase
K16034 asm7; 20-O-methyltransferase
K16035 asm21; 7-O-carbamoyltransferase [EC:2.1.3.-]
K16036 asm19; 3-O-acyltransferase
K16038 asm10; N-methyltransferase [EC:2.1.1.-]
K16039 asm25; N-glycosyltransferase [EC:2.4.1.-]
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
Reference Authors Kang Q, Shen Y, Bai L
Title Biosynthesis of 3,5-AHBA-derived natural products.
Journal Reference 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 Reference Authors Guo J, Frost JW
Title Kanosamine biosynthesis: a likely source of the aminoshikimate pathway's nitrogen atom.
Journal Reference 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 Reference 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 Reference 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 Reference 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 Reference 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 Reference 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 Reference 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 Reference 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 Reference 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 Reference Authors Watanabe K, Rude MA, Walsh CT, Khosla C
Title Engineered biosynthesis of an ansamycin polyketide precursor in Escherichia coli.
Journal Reference Authors Floss HG, Yu TW.
Title Rifamycin-mode of action, resistance, and biosynthesis.
Journal Reference 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 Reference 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 Reference 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 Related ko00520 Amino sugar and nucleotide sugar metabolism
