Karrikin-2

Karrikins (KAR) are butenolide molecules produced during wildfires in smoke and deposited on soil surface. They are absorbed by seeds and activate germination. Strigolactones (SL) are different butenolide plant hormones with tricyclic lactone, that influence root branching leaf shape and senescence. KAI2 and D14 are paralogous alpha/beta hydrolase receptors respectively for KARS and SLs they belong to the RsbQ-like family. KAI2 (KARRIKIN-INSENSITVE-2) and D14 (DWARF14) are both receptors and enzymes.KAR2 is the most active karrikin in Arabidopsis germination, but is considerably less active compared to KAR1 in other species. KAR3 shows comparable germination promoting ability with KAR1 yet KAR4 (4) is not active in Arabidopsis but can promote germination at higher concentrations in the smoke-responsive taxa, Lactuca sativa (lettuce), Emmenanthe penduliflora, and Solanum orbiculatum

General

Type : Plant hormone, Karrikin, Butenolide, desmethyl Strigolactone receptors ligand, Strigolactone receptors ligand, Natural

Chemical_Nomenclature : furo[2,3-c]pyran-2-one

Canonical SMILES : C1=COC=C2C1=CC(=O)O2

InChI : InChI=1S\/C7H4O3\/c8-7-3-5-1-2-9-4-6(5)10-7\/h1-4H

InChIKey : OBHRCUWVUFZNMG-UHFFFAOYSA-N

Other name(s) : 2H-Furo[2,3-c]pyran-2-one  ||  Karrikin 2  ||  KAR2  ||  SCHEMBL3851381  ||  ZINC38312150


MW : 136.10

Formula : C7H4O3

CAS_number : 857054-03-6

PubChem : 11159352

UniChem : OBHRCUWVUFZNMG-UHFFFAOYSA-N

Wikipedia : Karrikin

Target

Structures : No structure

Families : RsbQ-like

References (22)

Title : Smoke and Hormone Mirrors: Action and Evolution of Karrikin and Strigolactone Signaling - Morffy_2016_Trends.Genet_32_176
Author(s) : Morffy N , Faure L , Nelson DC
Ref : Trends Genet , 32 :176 , 2016
Abstract :
PubMedSearch : Morffy_2016_Trends.Genet_32_176
PubMedID: 26851153

Title : Functional redundancy in the control of seedling growth by the karrikin signaling pathway - Stanga_2016_Planta_243_1397
Author(s) : Stanga JP , Morffy N , Nelson DC
Ref : Planta , 243 :1397 , 2016
Abstract :
PubMedSearch : Stanga_2016_Planta_243_1397
PubMedID: 26754282

Title : Substrate-Induced Degradation of the alpha\/beta-Fold Hydrolase KARRIKIN INSENSITIVE2 Requires a Functional Catalytic Triad but Is Independent of MAX2 -
Author(s) : Waters MT , Scaffidi A , Flematti GR , Smith SM
Ref : Mol Plant , 8 :814 , 2015
PubMedID: 25698586
Gene_locus related to this paper: arath-KAI2.D14L

Title : Rice perception of symbiotic arbuscular mycorrhizal fungi requires the karrikin receptor complex - Gutjahr_2015_Science_350_1521
Author(s) : Gutjahr C , Gobbato E , Choi J , Riemann M , Johnston MG , Summers W , Carbonnel S , Mansfield C , Yang SY , Nadal M , Acosta I , Takano M , Jiao WB , Schneeberger K , Kelly KA , Paszkowski U
Ref : Science , 350 :1521 , 2015
Abstract :
PubMedSearch : Gutjahr_2015_Science_350_1521
PubMedID: 26680197
Gene_locus related to this paper: orysj-q10j20

Title : A Selaginella moellendorffii Ortholog of KARRIKIN INSENSITIVE2 Functions in Arabidopsis Development but Cannot Mediate Responses to Karrikins or Strigolactones - Waters_2015_Plant.Cell_27_1925
Author(s) : Waters MT , Scaffidi A , Moulin SL , Sun YK , Flematti GR , Smith SM
Ref : Plant Cell , 27 :1925 , 2015
Abstract :
PubMedSearch : Waters_2015_Plant.Cell_27_1925
PubMedID: 26175507

Title : Evidence that KARRIKIN-INSENSITIVE2 (KAI2) Receptors may Perceive an Unknown Signal that is not Karrikin or Strigolactone - Conn_2015_Front.Plant.Sci_6_1219
Author(s) : Conn CE , Nelson DC
Ref : Front Plant Sci , 6 :1219 , 2015
Abstract :
PubMedSearch : Conn_2015_Front.Plant.Sci_6_1219
PubMedID: 26779242

Title : The karrikin response system of Arabidopsis - Waters_2014_Plant.J_79_623
Author(s) : Waters MT , Scaffidi A , Sun YK , Flematti GR , Smith SM
Ref : Plant J , 79 :623 , 2014
Abstract :
PubMedSearch : Waters_2014_Plant.J_79_623
PubMedID: 24433542

Title : Signalling and responses to strigolactones and karrikins - Smith_2014_Curr.Opin.Plant.Biol_21C_23
Author(s) : Smith SM , Li J
Ref : Curr Opin Plant Biol , 21C :23 , 2014
Abstract :
PubMedSearch : Smith_2014_Curr.Opin.Plant.Biol_21C_23
PubMedID: 24996032

Title : The Structure of the Karrikin-Insensitive Protein (KAI2) in Arabidopsis thaliana. - Bythell-Douglas_2013_PLoS.One_8_e54758
Author(s) : Bythell-Douglas R , Waters MT , Scaffidi A , Flematti GR , Smith SM , Bond CS
Ref : PLoS ONE , 8 :e54758 , 2013
Abstract :
PubMedSearch : Bythell-Douglas_2013_PLoS.One_8_e54758
PubMedID: 23349965
Gene_locus related to this paper: arath-KAI2.D14L

Title : KAI2- and MAX2-Mediated Responses to Karrikins and Strigolactones Are Largely Independent of HY5 in Arabidopsis Seedlings - Waters_2013_Mol.Plant_6_63
Author(s) : Waters MT , Smith SM
Ref : Mol Plant , 6 :63 , 2013
Abstract :
PubMedSearch : Waters_2013_Mol.Plant_6_63
PubMedID: 23142794
Gene_locus related to this paper: arath-KAI2.D14L

Title : Structures of D14 and D14L in the strigolactone and karrikin signaling pathways - Kagiyama_2013_Genes.Cells_18_147
Author(s) : Kagiyama M , Hirano Y , Mori T , Kim SY , Kyozuka J , Seto Y , Yamaguchi S , Hakoshima T
Ref : Genes Cells , 18 :147 , 2013
Abstract :
PubMedSearch : Kagiyama_2013_Genes.Cells_18_147
PubMedID: 23301669
Gene_locus related to this paper: arath-KAI2.D14L , orysj-Q10QA5

Title : Crystal structures of two phytohormone signal-transducing alpha\/beta hydrolases: karrikin-signaling KAI2 and strigolactonesignaling DWARF14 -
Author(s) : Zhao LH , Zhou XE , Wu ZS , Yi W , Xu Y , Li S , Xu TH , Liu Y , Chen RZ , Kovach A , Kang Y , Hou L , He Y , Xie C , Song W , Zhong D , Wang Y , Li J , Zhang C , Melcher K , Xu HE
Ref : Cell Res , 23 :436 , 2013
PubMedID: 23381136
Gene_locus related to this paper: orysj-Q10QA5

Title : The origins and mechanisms of karrikin signalling - Waters_2013_Curr.Opin.Plant.Biol_16_667
Author(s) : Waters MT , Scaffidi A , Flematti GR , Smith SM
Ref : Curr Opin Plant Biol , 16 :667 , 2013
Abstract :
PubMedSearch : Waters_2013_Curr.Opin.Plant.Biol_16_667
PubMedID: 23954000

Title : Smoke-derived karrikin perception by the alpha\/beta-hydrolase KAI2 from Arabidopsis - Guo_2013_Proc.Natl.Acad.Sci.U.S.A_110_8284
Author(s) : Guo Y , Zheng Z , La Clair JJ , Chory J , Noel JP
Ref : Proc Natl Acad Sci U S A , 110 :8284 , 2013
Abstract :
PubMedSearch : Guo_2013_Proc.Natl.Acad.Sci.U.S.A_110_8284
PubMedID: 23613584
Gene_locus related to this paper: arath-AtD14

Title : Specialisation within the DWARF14 protein family confers distinct responses to karrikins and strigolactones in Arabidopsis. - Waters_2012_Development_139_1285
Author(s) : Waters MT , Nelson DC , Scaffidi A , Flematti GR , Sun YK , Dixon KW , Smith SM
Ref : Development , 139 :1285 , 2012
Abstract :
PubMedSearch : Waters_2012_Development_139_1285
PubMedID: 22357928
Gene_locus related to this paper: arath-AtD14 , arath-KAI2.D14L , orysj-q10j20 , orysj-Q10QA5

Title : Regulation of seed germination and seedling growth by chemical signals from burning vegetation - Nelson_2012_Annu.Rev.Plant.Biol_63_107
Author(s) : Nelson DC , Flematti GR , Ghisalberti EL , Dixon KW , Smith SM
Ref : Annu Rev Plant Biol , 63 :107 , 2012
Abstract :
PubMedSearch : Nelson_2012_Annu.Rev.Plant.Biol_63_107
PubMedID: 22404467

Title : Strigolactone and karrikin signal perception: receptors, enzymes, or both? - Janssen_2012_Front.Plant.Sci_3_296
Author(s) : Janssen BJ , Snowden KC
Ref : Front Plant Sci , 3 :296 , 2012
Abstract :
PubMedSearch : Janssen_2012_Front.Plant.Sci_3_296
PubMedID: 23293648

Title : Exploring the molecular mechanism of karrikins and strigolactones - Scaffidi_2012_Bioorg.Med.Chem.Lett_22_3743
Author(s) : Scaffidi A , Waters MT , Bond CS , Dixon KW , Smith SM , Ghisalberti EL , Flematti GR
Ref : Bioorganic & Medicinal Chemistry Lett , 22 :3743 , 2012
Abstract :
PubMedSearch : Scaffidi_2012_Bioorg.Med.Chem.Lett_22_3743
PubMedID: 22542018

Title : F-box protein MAX2 has dual roles in karrikin and strigolactone signaling in Arabidopsis thaliana - Nelson_2011_Proc.Natl.Acad.Sci.U.S.A_108_8897
Author(s) : Nelson DC , Scaffidi A , Dun EA , Waters MT , Flematti GR , Dixon KW , Beveridge CA , Ghisalberti EL , Smith SM
Ref : Proc Natl Acad Sci U S A , 108 :8897 , 2011
Abstract :
PubMedSearch : Nelson_2011_Proc.Natl.Acad.Sci.U.S.A_108_8897
PubMedID: 21555559

Title : Karrikins enhance light responses during germination and seedling development in Arabidopsis thaliana - Nelson_2010_Proc.Natl.Acad.Sci.U.S.A_107_7095
Author(s) : Nelson DC , Flematti GR , Riseborough JA , Ghisalberti EL , Dixon KW , Smith SM
Ref : Proc Natl Acad Sci U S A , 107 :7095 , 2010
Abstract :
PubMedSearch : Nelson_2010_Proc.Natl.Acad.Sci.U.S.A_107_7095
PubMedID: 20351290

Title : Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke - Flematti_2009_J.Agric.Food.Chem_57_9475
Author(s) : Flematti GR , Ghisalberti EL , Dixon KW , Trengove RD
Ref : Journal of Agricultural and Food Chemistry , 57 :9475 , 2009
Abstract :
PubMedSearch : Flematti_2009_J.Agric.Food.Chem_57_9475
PubMedID: 19785418

Title : Karrikins: A New Family of Plant Growth Regulators in Smoke - Chiwocha_2009_Plant.Sci_177_252
Author(s) : Chiwocha SDS , Dixon KW , Flematti GR , Ghisalberti EL , Merritt DJ , Nelson DC , Riseborough JAM , Smith SM , Stevens JC
Ref : Plant Sci , 177 :252 , 2009
Abstract :
PubMedSearch : Chiwocha_2009_Plant.Sci_177_252
PubMedID: