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Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

CAS# 115006-86-5

Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

2D Structure

Catalog No. BCN3994----Order now to get a substantial discount!

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3D structure

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Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

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Chemical Properties of Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

Cas No. 115006-86-5 SDF Download SDF
PubChem ID 21575352 Appearance Powder
Formula C11H18N2O3 M.Wt 226.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3S,7R,8aS)-7-hydroxy-3-(2-methylpropyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES CC(C)CC1C(=O)N2CC(CC2C(=O)N1)O
Standard InChIKey YEHIUWVXPQQDMC-VGMNWLOBSA-N
Standard InChI InChI=1S/C11H18N2O3/c1-6(2)3-8-11(16)13-5-7(14)4-9(13)10(15)12-8/h6-9,14H,3-5H2,1-2H3,(H,12,15)/t7-,8+,9+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

The Phellinus igniarius

Biological Activity of Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

DescriptionCyclo(L-Leu-trans-4-hydroxy-L-Pro) is a natural product from Phellinus igniarius.

Protocol of Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

Structure Identification
Chemical Research & Application, 2014 (9) :1478-1482.

Cyclic dipeptides metabolites from the symbiotic fungus paraconiothyrium brasiliense[Reference: WebLink]

Nine cyclic dipeptides secondary metabolites were isolated from the symbiotic fungus paraconiothyrium brasiliense,by normal phase silica gel,Sephadex LH-20 chromatography and reverse phase HPLC.
METHODS AND RESULTS:
Their structures were elucidated as cyclo-( LLeu-L-Tyr)(1),cyclo-(L-Trp-L-Pro)(2),cyclo-( L-Pro-L-Phe)(3),cyclo-( L-Pro-L-Tyr)(4),cyclo-( L-Pro-L-Leu)(5),Cyclo(L-Leu-trans-4-hydroxy-L-Pro)(6),cyclo-(L-Ile-L-Pro)(7),cyclo-(L-Val-L-Pro)(8),cyclo-(L-Leu-L-Ile)(9)by NMR,MS and physicochemical properties.
CONCLUSIONS:
All the compounds were isolated from the symbiotic fungus paraconiothyrium brasiliense for the first time.

Cyclo(L-Leu-trans-4-hydroxy-L-Pro) Dilution Calculator

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Cyclo(L-Leu-trans-4-hydroxy-L-Pro) Molarity Calculator

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Preparing Stock Solutions of Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.4189 mL 22.0946 mL 44.1891 mL 88.3783 mL 110.4728 mL
5 mM 0.8838 mL 4.4189 mL 8.8378 mL 17.6757 mL 22.0946 mL
10 mM 0.4419 mL 2.2095 mL 4.4189 mL 8.8378 mL 11.0473 mL
50 mM 0.0884 mL 0.4419 mL 0.8838 mL 1.7676 mL 2.2095 mL
100 mM 0.0442 mL 0.2209 mL 0.4419 mL 0.8838 mL 1.1047 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Cyclo(L-Leu-trans-4-hydroxy-L-Pro)

Streptomyces nigra sp. nov. Is a Novel Actinobacterium Isolated From Mangrove Soil and Exerts a Potent Antitumor Activity in Vitro.[Pubmed:30072967]

Front Microbiol. 2018 Jul 18;9:1587.

A new bacterial strain, designated 452(T), was isolated from the rhizosphere soil of the mangrove Avicennia marina in China. As determined, its cell wall peptidoglycan contained LL-diaminopimelic acid; MK-9(H8) and MK-9(H6) were the major isoprenoid quinones; and iso-C16:0 (31.3%), anteiso-C15:0 (16.9%), and iso-C15:0 (12.5%) were the major cellular fatty acids (>10.0%). Phylogenetic analysis based on the 16S rRNA gene sequence revealed that strain 452(T) formed a distinct lineage in the clade of the genus Streptomyces, and was closely related to S. coerulescens DSM 40146(T) (99.6% sequence identity), S. bellus DSM 40185(T) (99.5%), and S. coeruleorubidus DSM 41172(T) (99.3%). The DNA-DNA relatedness between strain 452(T) and these type strains ranged between 29.3 and 42.3%. Based on the phenotypic, chemotaxonomic, and phylogenetic features, the strain 452(T) is considered to represent a novel species of the genus Streptomyces, for which the name Streptomyces nigra sp. nov. is proposed. The type strain is 452(T) (=KCTC 39960(T) = MCCC 1K03346(T)). Further, strain 452(T) extracts exhibited a pronounced antitumor activity against human cancer cell lines A549, HCT-116, and HepG2, but not against normal human colon cells CCD-18Co. Active substances in the fermentation broth of strain 452(T) were isolated by bioassay-guided analysis, and then purified using a macroporous resin, silica gel, sephadex LX-20 column, and semi-preparative high-performance liquid chromatography (HPLC). Eight proline-containing diketopiperazines, namely, cyclo(Pro-Ala), cyclo(Pro-Gly), cyclo(Pro-Phe), cyclo(Pro-Met), cyclo(Pro-Val), cyclo(Pro-Leu), cyclo(Pro-Tyr), and Cyclo(L-Leu-trans-4-hydroxy-L-Pro), were identified by electrospray ionization mass spectrometry (MS) and nuclear magnetic resonance (NMR). The compounds displayed different levels of cytotoxicity. The highest cytotoxicity was exhibited by cyclo(Pro-Ala) and cyclo(Pro-Met) against A549 cells, and cyclo(Phe-Pro) and cyclo(Pro-Ala) against HCT-116 cells, with average IC50 values equal to 18.5, 27.3, 32.3, and 47.6 mug/mL, respectively. The diversity of diketopiperazines and other chemicals produced by 452(T) was further investigated using gas chromatography (GC)-MS and liquid chromatography (LC)-MS. The analysis revealed 16 types of metabolites with antitumor activity and 16 other types of diketopiperazines. Hence, extracts of the newly identified strain may be used a starting material for the development of antitumor agents.

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