Cyclo(L-leu-L-pro)

Cyclo(L-Leu-L-Pro) antifungal cyclic dipeptide is a homodetic cyclic peptide composed from leucyl and prolyl residues. It has a role as a marine metabolite and a bacterial metabolite. It is a dipeptide, a homodetic cyclic peptide and a pyrrolopyrazine. cyclo(Leu-Pro), produced by the tiller-inhibiting bacterium Exiguobacterium R2567, activates the rice strigolactone (SL) signaling pathway by binding to the SL receptor OsD14, thus regulating tillering

General

Type : Peptide

Chemical_Nomenclature : (3S,8aS)-3-(2-methylpropyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Canonical SMILES : CC(C)C[C@H]1C(=O)N2CCC[C@H]2C(=O)N1

InChI : InChI=1S\/C11H18N2O2\/c1-7(2)6-8-11(15)13-5-3-4-9(13)10(14)12-8\/h7-9H,3-6H2,1-2H3,(H,12,14)\/t8-,9-\/m0\/s1

InChIKey : SZJNCZMRZAUNQT-IUCAKERBSA-N

Other name(s) : Cyclo(-Leu-Pro)  ||  Gancidin W  ||  (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione  ||  cyclo(Leu-Pro)  ||  Cyclo(L-prolyl-L-leucyl)  ||  Cyclo-L-leu-L-pro  ||  CHEMBL508326  ||  SCHEMBL2037800  ||  CHEBI:133094


MW : 210.27

Formula : C11H18N2O2

CAS_number : 2873-36-1

PubChem : 7074739

UniChem : SZJNCZMRZAUNQT-IUCAKERBSA-N

Target

Families : Cyclo(L-leu-L-pro) ligand of proteins in family
RsbQ-like

Structure :
9JES 9JQG

Protein :
orysj-Q10QA5

References (5)

Title : Root microbiota regulates tiller number in rice - Zhang_2025_Cell__
Author(s) : Zhang J , Wang B , Xu H , Liu W , Yu J , Wang Q , Yu H , Wei JW , Dai R , Zhou J , He Y , Zou D , Yang J , Ban X , Hu Q , Meng X , Liu YX , Hu B , Wang M , Xin P , Chu J , Li C , Garrido-Oter R , Yu P , van Dijk ADJ , Dong L , Bouwmeester H , Gao S , Huang A , Chu C , Li J , Bai Y
Ref : Cell , : , 2025
Abstract :
PubMedSearch : Zhang_2025_Cell__
PubMedID: 40267905
Gene_locus related to this paper: orysj-Q10QA5

Title : Cyclo(L-Leucyl-L-Prolyl) from Lactobacillus coryniformis BCH-4 inhibits the proliferation of Aspergillus flavus: an in vitro to in silico approach - Salman_2022_Arch.Microbiol_204_267
Author(s) : Salman M , Tariq A , Mustafa G , Javed MR , Naheed S , Qamar SA
Ref : Arch Microbiol , 204 :267 , 2022
Abstract :
PubMedSearch : Salman_2022_Arch.Microbiol_204_267
PubMedID: 35438350

Title : Marine natural compound cyclo(L-leucyl-L-prolyl) peptide inhibits migration of triple negative breast cancer cells by disrupting interaction of CD151 and EGFR signaling - Kgk_2020_Chem.Biol.Interact_315_108872
Author(s) : Kgk D , Kumari S , G S , Malla RR
Ref : Chemico-Biological Interactions , 315 :108872 , 2020
Abstract :
PubMedSearch : Kgk_2020_Chem.Biol.Interact_315_108872
PubMedID: 31669320

Title : Quorum quelling efficacy of marine cyclic dipeptide -cyclo(L-leucyl-L-prolyl) against the uropathogen Serratia marcescens - Gowrishankar_2019_Food.Chem.Toxicol_123_326
Author(s) : Gowrishankar S , Pandian SK , Balasubramaniam B , Balamurugan K
Ref : Food & Chemical Toxicology , 123 :326 , 2019
Abstract :
PubMedSearch : Gowrishankar_2019_Food.Chem.Toxicol_123_326
PubMedID: 30419322

Title : Gancidin W, a potential low-toxicity antimalarial agent isolated from an endophytic Streptomyces SUK10 - Zin_2017_Drug.Des.Devel.Ther_11_351
Author(s) : Zin NM , Baba MS , Zainal-Abidin AH , Latip J , Mazlan NW , Edrada-Ebel R
Ref : Drug Des Devel Ther , 11 :351 , 2017
Abstract :
PubMedSearch : Zin_2017_Drug.Des.Devel.Ther_11_351
PubMedID: 28223778