| Identification | Back Directory | [Name]
CYCLO(-LEU-PRO) | [CAS]
2873-36-1 | [Synonyms]
gancidinw
Maculosin 6
Cyclo(Pro-Leu)
CYCLO(-LEU-PRO)
cyclo-l-leu-l-pro
Cyclo(L-Pro-D-Leu)
Cyclo(L-Pro-L-Leu-)
Cyclo(proline-leucine)
Cyclo-L-prolyl-L-leucine
L-Leucyl-L-prolyl lactaM
Cyclo(L-prolyl-L-leucyl)
L-Leucyl-L-proline lactaM
Cyclo(L-leucyl-L-prolyl-)
Cyclo(-L-Leu-L-Pro)≥ 99% (TLC)
3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3S-trans)-hexahydro-3-isobutylpyrrolo[1,2-a]pyrazine-1,4-dione
2-a)pyrazine-1,4-dione,hexahydro-3-isobutyl-pyrrolo(stereoisomer
3-isobutyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-quinone
4-dione,hexahydro-3-(2-methylpropyl)-2-a)pyrazine-(3s-trans)-pyrrolo(
(3S,8aS)-Octahydro-3-(2-methylpropyl)pyrrolo[1,2-a]pyrazine-1,4-dione
(3S-trans)-Hexahydro-3-(2-Methylpropyl)-pyrrolo[1,2-a]pyrazine-1,4-dione
3-(2-methylpropyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl)-, (3S,8aS)-
(3S,8aS)-2,3,6,7,8,8a-Hexahydro-3-(2-methylpropyl)pyrrolo[1,2-a]pyrazine-1,4-dione | [EINECS(EC#)]
220-710-6 | [Molecular Formula]
C11H18N2O2 | [MDL Number]
MFCD00237617 | [MOL File]
2873-36-1.mol | [Molecular Weight]
210.27 |
| Chemical Properties | Back Directory | [Melting point ]
163-165℃ | [Boiling point ]
427.6±34.0 °C(Predicted) | [density ]
1.14 | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
13.27±0.40(Predicted) | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Description]
Cyclo(L-Leu-L-Pro) is a diketopiperazine metabolite that has been isolated from various bacterial and fungal species including Streptomyces. It is active against twelve strains of vancomycin-resistant enterococci (VRE) with MIC values of 12.5 μg/ml for E. faecalis strains K-99-34, K-00-184, and K-00-221. It also inhibits growth of K562, HL-60, and U937 leukemia cells in a concentration-dependent manner when used at concentrations of 1-500 μg/ml. Cyclo(L-Leu-L-Pro) also has antifouling activity, inhibiting attachment of B. amphitrite larva with an EC50 value of 0.15 mM. | [Chemical Properties]
White Solid | [Uses]
Sorbicillin analog. A bioactive secondary metabolites from terrestrial Streptomyces species TN262. | [Definition]
ChEBI: A homodetic cyclic peptide composed from leucyl and prolyl residues. | [References]
[1] RHEE K H. Isolation and characterization of Streptomyces sp KH-614 producing anti-VRE (vancomycin-resistant enterococci) antibiotics.[J]. Journal of General and Applied Microbiology, 2002, 48 6: 321-327. DOI: 10.2323/jgam.48.321
[2] XIANCUI LI. Antifouling diketopiperazines produced by a deep-sea bacterium, Streptomyces fungicidicus.[J]. Biofouling, 2006, 22 3-4: 201-208.
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| Safety Data | Back Directory | [Toxicity]
mouse,LD50,intravenous,80mg/kg (80mg/kg),"Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1354, 1978. |
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