Sorgolactone

Strigolactones (SL) are butenolide plant hormones with tricyclic lactone, that influence root branching leaf shape and senescence. Karrikins (KAR) are different butenolide molecules produced during wildfires in smoke and deposited on soil surface. They are absorbed by seeds and activate germination. 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.

General

Type : Plant hormone, Strigolactone, Strigolactone receptors ligand, Natural, Inden

Chemical_Nomenclature : (3E,3aR,8S,8bS)-8-methyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-4,5,6,7,8,8b-hexahydro-3aH-indeno[1,2-b]furan-2-one

Canonical SMILES : CC1CCCC2=C1C3C(C2)C(=COC4C=C(C(=O)O4)C)C(=O)O3

InChI : InChI=1S\/C18H20O5\/c1-9-4-3-5-11-7-12-13(18(20)23-16(12)15(9)11)8-21-14-6-10(2)17(19)22-14\/h6,8-9,12,14,16H,3-5,7H2,1-2H3\/b13-8+\/t9-,12+,14+,16-\/m0\/s1

InChIKey : KHSREFIWULNDAB-YCUBLIQYSA-N

Other name(s) : CHEBI:9205  ||  AC1NQYEQ  ||  C09186  ||  CHEMBL2270920


MW : 316.34

Formula : C18H20O5

CAS_number : 141262-39-7

PubChem : 5281395

UniChem : KHSREFIWULNDAB-YCUBLIQYSA-N

Wikipedia : Strigolactone

Target

Structures : No structure

Families : RsbQ-like

References (8)

Title : Photomodulation of strigolactone biosynthesis and accumulation during sunflower seedling growth - Bharti_2015_Plant.Signal.Behav_10_e1049792
Author(s) : Bharti N , Tripathi S , Bhatla SC
Ref : Plant Signal Behav , 10 :e1049792 , 2015
Abstract :
PubMedSearch : Bharti_2015_Plant.Signal.Behav_10_e1049792
PubMedID: 26252191

Title : Structural requirements of strigolactones for germination induction and inhibition of Striga gesnerioides seeds - Nomura_2013_Plant.Cell.Rep_32_829
Author(s) : Nomura S , Nakashima H , Mizutani M , Takikawa H , Sugimoto Y
Ref : Plant Cell Rep , 32 :829 , 2013
Abstract :
PubMedSearch : Nomura_2013_Plant.Cell.Rep_32_829
PubMedID: 23563521

Title : Confirming stereochemical structures of strigolactones produced by rice and tobacco - Xie_2013_Mol.Plant_6_153
Author(s) : Xie X , Yoneyama K , Kisugi T , Uchida K , Ito S , Akiyama K , Hayashi H , Yokota T , Nomura T
Ref : Mol Plant , 6 :153 , 2013
Abstract :
PubMedSearch : Xie_2013_Mol.Plant_6_153
PubMedID: 23204500

Title : Strigolactones stimulate arbuscular mycorrhizal fungi by activating mitochondria - Besserer_2006_PLoS.Biol_4_e226
Author(s) : Besserer A , Puech-Pages V , Kiefer P , Gomez-Roldan V , Jauneau A , Roy S , Portais JC , Roux C , Becard G , Sejalon-Delmas N
Ref : PLoS Biol , 4 :e226 , 2006
Abstract :
PubMedSearch : Besserer_2006_PLoS.Biol_4_e226
PubMedID: 16787107

Title : Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi - Akiyama_2005_Nature_435_824
Author(s) : Akiyama K , Matsuzaki K , Hayashi H
Ref : Nature , 435 :824 , 2005
Abstract :
PubMedSearch : Akiyama_2005_Nature_435_824
PubMedID: 15944706

Title : Analysis of strigolactones, germination stimulants for striga and orobanche, by high-performance liquid chromatography\/tandem mass spectrometry - Sato_2003_J.Agric.Food.Chem_51_1162
Author(s) : Sato D , Awad AA , Chae SH , Yokota T , Sugimoto Y , Takeuchi Y , Yoneyama K
Ref : Journal of Agricultural and Food Chemistry , 51 :1162 , 2003
Abstract :
PubMedSearch : Sato_2003_J.Agric.Food.Chem_51_1162
PubMedID: 12590450

Title : Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor - Reizelman_2003_Org.Biomol.Chem_1_950
Author(s) : Reizelman A , Wigchert SC , del-Bianco C , Zwanenburg B
Ref : Org Biomol Chem , 1 :950 , 2003
Abstract :
PubMedSearch : Reizelman_2003_Org.Biomol.Chem_1_950
PubMedID: 12929633

Title : Dose-response of seeds of the parasitic weeds Striga and Orobanche toward the synthetic germination stimulants GR 24 and Nijmegen 1 - Wigchert_1999_J.Agric.Food.Chem_47_1705
Author(s) : Wigchert SC , Kuiper E , Boelhouwer GJ , Nefkens GH , Verkleij JA , Zwanenburg B
Ref : Journal of Agricultural and Food Chemistry , 47 :1705 , 1999
Abstract :
PubMedSearch : Wigchert_1999_J.Agric.Food.Chem_47_1705
PubMedID: 10564042