Norine

• Type:
• Smiles: Oc1cccc(c1)C[C@]1(O)N(C)C(=O)[C@@H](N(C1=O)C)Cc1c[nH]c2c1c(ccc2)N(=O)=O
  
  
• Graph inference:


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• Atomic structure:

vizualisation:

• Streptomyces
• gram: positive
• taxid: 68187 (view NCBI taxonomy browser)

• Streptomyces turgidiscabies
• gram: positive
• taxid: 698760 (view NCBI taxonomy browser)

• Links between organisms producing the Thaxtomine A: Streptomyces, Streptomyces turgidiscabies

• Thaxtomin A affects CESA-complex density, expression of cell wall genes, cell wall composition, and causes ectopic lignification in Arabidopsis thaliana seedlings.
  Journal of experimental botany , 2009, 60(3):955-65
  DOI: 10.1093/jxb/ern344
  pubMed: 19269997

• Potato suberin induces differentiation and secondary metabolism in the genus Streptomyces.
  Microbes and environments , 2012, 27(1):36-42
  DOI: 10.1264/jsme2.me11282
  pubMed: 22129602

• Characterization of an insertion sequence element associated with genetically diverse plant pathogenic Streptomyces spp.
  Journal of bacteriology , 1999, 181(5):1562-8
  pubMed: 10049389

• Pathogenicity of Streptomyces scabies Mutants Altered in Thaxtomin A Production.
  Phytopathology , 1998, 88(5):442-5
  DOI: 10.1094/PHYTO.1998.88.5.442
  pubMed: 18944924

• Characterization of Streptomyces scabies mutants deficient in melanin biosynthesis.
  Canadian journal of microbiology , 2004, 50(9):705-9
  DOI: 10.1139/w04-043
  pubMed: 15644924

• Cytochrome P450–catalyzed L-tryptophan nitration in thaxtomin phytotoxin biosynthesis.
  Nature Chemical Biology , 2012, 8(10):814-6
  DOI: 10.1038/nchembio.1048
  pubMed: 22941045

• 4-Nitrotryptophan is a substrate for the non-ribosomal peptide synthetase TxtB in the thaxtomin A biosynthetic pathway.
  Molecular microbiology , 2009, 73(3):409-18
  DOI: 10.1111/j.1365-2958.2009.06780.x
  pubMed: 19570136

• An Arabidopsis mutant resistant to thaxtomin A, a cellulose synthesis inhibitor from Streptomyces species.
  The Plant cell , 2003, 15(8):1781-94
  DOI: 10.1105/tpc.013342
  pubMed: 12897252

• nec1, a gene conferring a necrogenic phenotype, is conserved in plant-pathogenic Streptomyces spp. and linked to a transposase pseudogene.
  Molecular plant-microbe interactions : MPMI , 1998, 11(10):960-7
  DOI: 10.1094/MPMI.1998.11.10.960
  pubMed: 9768513

• The thaxtomin phytotoxins: sources, synthesis, biosynthesis, biotransformation and biological activity.
  Phytochemistry , 2009, 70(7):833-41
  DOI: 10.1016/j.phytochem.2009.04.013
  pubMed: 19467551

• The AraC/XylS regulator TxtR modulates thaxtomin biosynthesis and virulence in Streptomyces scabies.
  Molecular microbiology , 2007, 66(3):633-42
  DOI: 10.1111/j.1365-2958.2007.05942.x
  pubMed: 17919290

• Two different signaling pathways for thaxtomin A-induced cell death in Arabidopsis and tobacco BY2.
  Plant signaling & behavior , 2009, 4(2):142-4
  DOI: 10.4161/psb.4.2.7719
  pubMed: 19649193

• Cytochrome p450 complement (CYPome) of the avermectin-producer Streptomyces avermitilis and comparison to that of Streptomyces coelicolor A3(2).
  Biochemical and biophysical research communications , 2003, 307(3):610-9
  DOI: 10.1016/s0006-291x(03)01231-2
  pubMed: 12893267

• Genetic and physiological determinants of Streptomyces scabies pathogenicity.
  Molecular plant pathology , 2009, 10(5):579-85
  DOI: 10.1111/j.1364-3703.2009.00561.x
  pubMed: 19694949

• Herbicidal properties of the thaxtomin group of phytotoxins.
  Journal of agricultural and food chemistry , 2001, 49(5):2298-301
  DOI: 10.1021/jf0012998
  pubMed: 11368592

• Habituation to thaxtomin A in hybrid poplar cell suspensions provides enhanced and durable resistance to inhibitors of cellulose synthesis.
  BMC plant biology , 2010, 10:272
  DOI: 10.1186/1471-2229-10-272
  pubMed: 21143977

• Selection and characterization of microorganisms utilizing thaxtomin A, a phytotoxin produced by streptomyces scabies
  Applied and environmental microbiology , 1998, 64(11):4313-6
  pubMed: 9797282

• Involvement of a cytochrome P450 monooxygenase in thaxtomin A biosynthesis by Streptomyces acidiscabies.
  Journal of bacteriology , 2002, 184(7):2019-29
  DOI: 10.1128/jb.184.7.2019-2029.2002
  pubMed: 11889110

• Production of thaxtomin A by two species of Streptomyces causing potato scab.
  Folia microbiologica , 2000, 45(5):415-22
  DOI: 10.1007/bf02817614
  pubMed: 11357862

• Microbial glucosylation of thaxtomin A, a partial detoxification.
  Journal of agricultural and food chemistry , 2000, 48(2):512-4
  DOI: 10.1021/jf990912o
  pubMed: 10691667

• Nitric oxide synthase inhibitors and nitric oxide donors modulate the biosynthesis of thaxtomin A, a nitrated phytotoxin produced by Streptomyces spp.
  Nitric oxide : biology and chemistry , 2005, 12(1):46-53
  DOI: 10.1016/j.niox.2004.11.004
  pubMed: 15631947

• Thaxtomin biosynthesis: the path to plant pathogenicity in the genus Streptomyces.
  Antonie van Leeuwenhoek , 2008, 94(1):3-10
  DOI: 10.1007/s10482-008-9240-4
  pubMed: 18392685

• Chemistry and phytotoxicity of thaxtomin A alkyl ethers.
  Journal of agricultural and food chemistry , 2005, 53(24):9446-51
  DOI: 10.1021/jf051614w
  pubMed: 16302760

• Enhanced resistance to the cellulose biosynthetic inhibitors, thaxtomin A and isoxaben in Arabidopsis thaliana mutants, also provides specific co-resistance to the auxin transport inhibitor, 1-NPA.
  BMC plant biology , 2013, 13:76
  DOI: 10.1186/1471-2229-13-76
  pubMed: 23638731

• Plant cell growth and ion flux responses to the streptomycete phytotoxin thaxtomin A: calcium and hydrogen flux patterns revealed by the non-invasive MIFE technique.
  Plant & cell physiology , 2005, 46(4):638-48
  DOI: 10.1093/pcp/pci069
  pubMed: 15753107

• Structural insights into the mechanism for recognizing substrate of the cytochrome P450 enzyme TxtE.
  PloS one , 2013, 8(11):e81526
  DOI: 10.1371/journal.pone.0081526
  pubMed: 24282603

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