Jadomycin B : Cluster information
Compound
Entry name | Jadomycin B |
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PKS Type | TypeII |
Starter Unit | acetyl-CoA |
Chain Length | 10 |
Sugar Unit | L-digitoxose |
Classification | Angucycline |
Activity | Antibacterial |
Composition | B: C30H31NO9 |
Original source
Organism | Streptomyces venezuelae |
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Strain | ISP5230 (=NBRC 13096) |
Contig | U24659 AF126429 AY773079 AF222693 AY026363 |
PKS/NRPS Module
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Reference
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- Yang K, Han L, Vining LC[PMID: 7592375]J Bacteriol. 177 (1995) 6111-7
- Cloning and characterization of polyketide synthase genes for jadomycin B biosynthesis in Streptomyces venezuelae ISP5230.
- Han L, Yang K, Ramalingam E, Mosher RH, Vining LC[PMID: 7881555]Microbiology. 140 ( Pt 12) (1994) 3379-89
- Iterative type II polyketide synthases, cyclases and ketoreductases exhibit context-dependent behavior in the biosynthesis of linear and angular decapolyketides.
- Meurer G, Gerlitz M, Wendt-Pienkowski E, Vining LC, Rohr J, Hutchinson CR[PMID: 9224566]Chem Biol. 4 (1997) 433-43
- An acyl-coenzyme A carboxylase encoding gene associated with jadomycin biosynthesis in Streptomyces venezuelae ISP5230.
- Han L, Yang K, Kulowski K, Wendt-Pienkowski E, Hutchinson CR, Vining LC[PMID: 10784049]Microbiology. 146 ( Pt 4) (2000) 903-10
- Cloning and functional analysis of a phosphopantetheinyl transferase superfamily gene associated with jadomycin biosynthesis in Streptomyces venezuelae ISP5230.
- Wang L, McVey J, Vining LC[PMID: 11390684]Microbiology. 147 (2001) 1535-45
- Production of aromatic minimal polyketides by the daunorubicin polyketide synthase genes reveals the incompatibility of the heterologous DpsY and JadI cyclases.
- Wohlert SE, Wendt-Pienkowski E, Bao W, Hutchinson CR[PMID: 11520231]J Nat Prod. 64 (2001) 1077-80
- A repressor-response regulator gene pair controlling jadomycin B production in Streptomyces venezuelae ISP5230.
- Yang K, Han L, He J, Wang L, Vining LC[PMID: 11733141]Gene. 279 (2001) 165-73
- Biosynthesis of the dideoxysugar component of jadomycin B: genes in the jad cluster of Streptomyces venezuelae ISP5230 for L-digitoxose assembly and transfer to the angucycline aglycone.
- Wang L, White RL, Vining LC[PMID: 11932454]Microbiology. 148 (2002) 1091-103
- Control of growth, secondary metabolism and sporulation in Streptomyces venezuelae ISP5230 by jadW(1), a member of the afsA family of gamma-butyrolactone regulatory genes.
- Wang L, Vining LC[PMID: 12904539]Microbiology. 149 (2003) 1991-2004
- The dynamic structure of jadomycin B and the amino acid incorporation step of its biosynthesis.
- Rix U, Zheng J, Remsing Rix LL, Greenwell L, Yang K, Rohr J[PMID: 15070349]J Am Chem Soc. 126 (2004) 4496-7
- The oxidative ring cleavage in jadomycin biosynthesis: a multistep oxygenation cascade in a biosynthetic black box.
- Rix U, Wang C, Chen Y, Lipata FM, Remsing Rix LL, Greenwell LM, Vining LC, Yang K, Rohr J[PMID: 15776503]Chembiochem. 6 (2005) 838-45
- Functional analyses of oxygenases in jadomycin biosynthesis and identification of JadH as a bifunctional oxygenase/dehydrase.
- Chen YH, Wang CC, Greenwell L, Rix U, Hoffmeister D, Vining LC, Rohr J, Yang KQ[PMID: 15817470]J Biol Chem. 280 (2005) 22508-14
- Ring-opening dynamics of jadomycin A and B and dalomycin T.
- Syvitski RT, Borissow CN, Graham CL, Jakeman DL[PMID: 16468745]Org Lett. 8 (2006) 697-700
- Multi-oxygenase complexes of the gilvocarcin and jadomycin biosyntheses.
- Kharel MK, Zhu L, Liu T, Rohr J[PMID: 17346045]J Am Chem Soc. 129 (2007) 3780-1
- Stereochemical integrity of oxazolone ring-containing jadomycins.
- Borissow CN, Graham CL, Syvitski RT, Reid TR, Blay J, Jakeman DL[PMID: 17570722]Chembiochem. 8 (2007) 1198-203
- Engineering a regulatory region of jadomycin gene cluster to improve jadomycin B production in Streptomyces venezuelae.
- Zheng JT, Wang SL, Yang KQ[PMID: 17653711]Appl Microbiol Biotechnol. 76 (2007) 883-8
- Autoregulation of antibiotic biosynthesis by binding of the end product to an atypical response regulator.
- Wang L, Tian X, Wang J, Yang H, Fan K, Xu G, Yang K, Tan H[PMID: 19423672]Proc Natl Acad Sci U S A. 106 (2009) 8617-22
- Characterization of JadH as an FAD- and NAD(P)H-dependent bifunctional hydroxylase/dehydrase in jadomycin biosynthesis.
- Chen Y, Fan K, He Y, Xu X, Peng Y, Yu T, Jia C, Yang K[PMID: 20422670]Chembiochem. 11 (2010) 1055-60
- "Pseudo" gamma-butyrolactone receptors respond to antibiotic signals to coordinate antibiotic biosynthesis.
- Xu G, Wang J, Wang L, Tian X, Yang H, Fan K, Yang K, Tan H[PMID: 20562102]J Biol Chem. 285 (2010) 27440-8
- Angucyclines: Biosynthesis, mode-of-action, new natural products, and synthesis.
- Kharel MK, Pahari P, Shepherd MD, Tibrewal N, Nybo SE, Shaaban KA, Rohr J[PMID: 22186970]Nat Prod Rep. 29 (2012) 264-325
- Delineation of gilvocarcin, jadomycin, and landomycin pathways through combinatorial biosynthetic enzymology.
- Kharel MK, Rohr J[PMID: 22465094]Curr Opin Chem Biol. 16 (2012) 150-61
- Tailoring enzymes involved in the biosynthesis of angucyclines contain latent context-dependent catalytic activities.
- Patrikainen P, Kallio P, Fan K, Klika KD, Shaaban KA, Mantsala P, Rohr J, Yang K, Niemi J, Metsa-Ketela M[PMID: 22633416]Chem Biol. 19 (2012) 647-55
- Baeyer-Villiger C-C bond cleavage reaction in gilvocarcin and jadomycin biosynthesis.
- Tibrewal N, Pahari P, Wang G, Kharel MK, Morris C, Downey T, Hou Y, Bugni TS, Rohr J[PMID: 23102024]J Am Chem Soc. 134 (2012) 18181-4
- Identification of JadG as the B ring opening oxygenase catalyzing the oxidative C-C bond cleavage reaction in jadomycin biosynthesis.
- Fan K, Pan G, Peng X, Zheng J, Gao W, Wang J, Wang W, Li Y, Yang K[PMID: 23177193]Chem Biol. 19 (2012) 1381-90
- JadR and jadR2 act synergistically to repress jadomycin biosynthesis.
- Zhang Y, Zou Z, Niu G, Tan H[PMID: 23832247]Sci China Life Sci. 56 (2013) 584-90
- JadR*-mediated feed-forward regulation of cofactor supply in jadomycin biosynthesis.
- Zhang Y, Pan G, Zou Z, Fan K, Yang K, Tan H[PMID: 24112541]Mol Microbiol. 90 (2013) 884-97
- A gamma-butyrolactone-sensing activator/repressor, JadR3, controls a regulatory mini-network for jadomycin biosynthesis.
- Zou Z, Du D, Zhang Y, Zhang J, Niu G, Tan H[PMID: 25116816]Mol Microbiol. 94 (2014) 490-505
- Eight-membered ring-containing jadomycins: implications for non-enzymatic natural products biosynthesis.
- Robertson AW, Martinez-Farina CF, Smithen DA, Yin H, Monro S, Thompson A, McFarland SA, Syvitski RT, Jakeman DL[PMID: 25692677]J Am Chem Soc. 137 (2015) 3271-5
- Jadomycins, put a bigger ring in it: isolation of seven- to ten-membered ring analogues.
- Martinez-Farina CF, Jakeman DL[PMID: 26288855]Chem Commun (Camb). 51 (2015) 14617-9
- JadX is a Disparate Natural Product Binding Protein.
- Robertson AW, Forget SM, Martinez-Farina CF, McCormick NE, Syvitski RT, Jakeman DL[PMID: 26814718]J Am Chem Soc. 138 (2016) 2200-8
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History
- 2016-12-27[Update]
- 2016-01-27[Update]
- 2014-03-10[Update]
- 2013-12-27[Update]
- 2013-09-04[Update]
- 2013-05-28[Update]
- 2013-01-16[Update]
- 2012-10-02[Update]
- 2012-08-03[Release]