Entry
Name
Biosynthesis of ansamycins
Class
Metabolism; Metabolism of terpenoids and polyketides
BRITE hierarchy
Pathway map
Drug
Other DBs
Enzyme
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 pathway
ec00520 Amino sugar and nucleotide sugar metabolism
KO pathway