Cyclo(L-Pro-L-Val)
(Synonyms: 环(L-脯-L-缬)二肽) 目录号 : GC45416
Cyclo(L-Pro-L-Val)是一种双酮哌嗪,对金黄色葡萄球菌和枯草芽孢杆菌有抗菌活性,其MIC值分别为16.3μg/ml和18.2μg/ml。
Cas No.:2854-40-2
Sample solution is provided at 25 µL, 10mM.
Cyclo(L-Pro-L-Val) is a diketopiperazine, and it is active against the bacteria Staphylococcus aureus and Bacillus subtilis, which have MICs values of 16.3μg/ml and 18.2μg/ml respectively[1, 2]. Cyclo(L-Pro-L-Val) has biocontrol bacterial inhibitory activity, especially against the phytopathogenic Gram-positive bacterium Rhodococcus fascians LMG 3605[3].
Cyclo(L-Pro-L-Val) (0.1 or 1mg/mL; 24h) presented the highest promising ability to inhibit the E. coli[4]. Cyclo(L-Pro-L-Val) (50 or 100μM; 1h) markedly inhibited the NO production in a concentration-dependent manner in LPS-treated (1μg/mL; 24h) RAW 264.7 mouse macrophages cells[5].
Cyclo(L-Pro-L-Val) (200μM; 48 or 72h) remarkably inhibited the tumor progression in a zebrafish xenograft model[6]. Cyclo(L-Pro-L-Val) (100μM; 24h) increase slightly the survival rates of zebrafish embryos in the treatment groups compared to the control[6, 7].
References:
[1] BRACK C, MIKOLASCH A, SCHAUER F. 2,5-Diketopiperazines produced by Bacillus pumilus during bacteriolysis of Arthrobacter citreus [J]. Mar Biotechnol (NY), 2014, 16(4): 385-95.
[2] EL-GENDY BEL D, RATEB M E. Antibacterial activity of diketopiperazines isolated from a marine fungus using t-butoxycarbonyl group as a simple tool for purification [J]. Bioorg Med Chem Lett, 2015, 25(16): 3125-8.
[3] CIMMINO A, BEJARANO A, MASI M, et al. Isolation of 2,5-diketopiperazines from Lysobacter capsici AZ78 with activity against Rhodococcus fascians [J]. Nat Prod Res, 2021, 35(23): 4969-77.
[4] NUMAN M, SHAH M, ASAF S, et al. Bioactive Compounds from Endophytic Bacteria Bacillus subtilis Strain EP1 with Their Antibacterial Activities [J]. Metabolites, 2022, 12(12):
[5] LEE D, LEE S R, KANG K S, et al. Bioactive Phytochemicals from Mulberry: Potential Anti-Inflammatory Effects in Lipopolysaccharide-Stimulated RAW 264.7 Macrophages [J]. Int J Mol Sci, 2021, 22(15):
[6] JINENDIRAN S, TENG W, DAHMS H U, et al. Induction of mitochondria-mediated apoptosis and suppression of tumor growth in zebrafish xenograft model by cyclic dipeptides identified from Exiguobacterium acetylicum [J]. Sci Rep, 2020, 10(1): 13721.
[7] FONTANA C M, VAN DOAN H. Zebrafish xenograft as a tool for the study of colorectal cancer: a review [J]. Cell Death Dis, 2024, 15(1): 23.
Cyclo(L-Pro-L-Val)是一种双酮哌嗪,对金黄色葡萄球菌和枯草芽孢杆菌有抗菌活性,其MIC值分别为16.3μg/ml和18.2μg/ml[1,2]。Cyclo(L-Pro-L-Val)具有生物防治细菌的抑制活性,特别是对植物致病性革兰氏阳性菌蓝球菌LMG 3605[3]。
Cyclo(L-Pro-L-Val) (0.1 or 1mg/mL; 24h)对大肠杆菌有强烈抑制作用[4]。Cyclo(L-Pro-L-Val) (50 or 100μM; 1h)以浓度依赖性显著抑制RAW 264.7小鼠巨噬细胞中LPS(1μg/mL; 24h)诱导的NO生成[5]。
使用Cyclo(L-Pro-L-Val) (200μM; 48 or 72h) 处理斑马鱼异种移植模型,Cyclo(L-Pro-L-Val)显著抑制斑马鱼异种移植模型的肿瘤进程[6]。使用Cyclo(L-Pro-L-Val) (100μM; 24h)处理斑马鱼胚胎,与对照组相比,给予Cyclo(L-Pro-L-Val)的斑马鱼胚胎存活率略有增加[6,7]。
Cell experiment [1]: | |
Cell lines | A mouse macrophage cell line, RAW 264.7 |
Preparation Method | A mouse macrophage cell line, RAW 264.7, was cultured in DMEM containing 4mM L-glutamine, antibiotics (1% penicillin/streptomycin), and 10% fetal bovine serum in humidified air environment at 37℃ in a 5% CO2. RAW264.7 cells (3×104 cells/well) were exposed to the indicated concentrations of Cyclo(L-Pro-L-Val) for 1h and then incubated for an additional 24h with LPS (1μg/mL). At the end of the incubation, each culture supernatant was blended with the Griess reagent to determine NO production by RAW 264.7 cells. Optical density at 540nm of the mixture was determined using a spectrophotometer microplate. |
Reaction Conditions | 50 or 100μM; 1h |
Applications | Cyclo(L-Pro-L-Val) markedly inhibited the NO production in a concentration-dependent manner in LPS-treated RAW 264.7 mouse macrophages cells. |
Animal experiment [2]: | |
Animal models | Male C57BL/6J mice |
Preparation Method | For cell labelling, HT-29 cells were incubated with cell tracker CM-Dil dye at a final volume was 20μL/mL for 25min at 37°C. To remove theunstrained dye, cells were washed twice and re-suspended with 1×PBS, pH 7.4 to a final density of 2.1×106 cells/mL. Prior transplantation, CM-Dil labelled cells were assessed for viability using trypan blue exclusion assay. More than >90% of viable cells were used. For xenotransplantation, 48 hours post-fertilization (hpf) wild-type ABiC embryos were anaesthetized in 0.01% tricaine methanesulfonate solution containing 0.3% phenylthiocarbamide. After anesthetization, CM-Dil labelled HT-29 cells grafted into the yolk sac of each zebrafish embryos by using a microinjector IM-300. After injection, embryos were incubated for 1h at 28°C. For confirmation of the visible cell mass at the injection site, zebrafish were transferred to an incubator and maintained at 37°C. Xenograft model for antitumor assay: Five hundred CM-Dil labelled HT-29 xenograft zebrafish embryos were randomly selected and hosed into 4 replicate wells in 12-well cell culture plates. 200μM of Cyclo(L-Pro-L-Val) were treated with transplanted embryos. Before DKPs treatment, the initial fluorescence intensity of transplanted cancer cells was measured at 0 hour post-injection (hpi). At the end of experiment 24, 48, and 72h, all embryos were selected from each well and were photographed under an inverted fluorescence microscope. |
Dosage form | 200μM; 48 or 72h |
Applications | Cyclo(L-Pro-L-Val) remarkably inhibited the tumor progression in a zebrafish xenograft model. |
References: |
Cas No. | 2854-40-2 | SDF | |
别名 | 环(L-脯-L-缬)二肽 | ||
Canonical SMILES | O=C([C@H](C(C)C)N1)N2[C@](CCC2)([H])C1=O | ||
分子式 | C10H16N2O2 | 分子量 | 196.2 |
溶解度 | PBS (pH 7.2): 2mg/mL | 储存条件 | Store at -20°C |
General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
||
Shipping Condition | 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。 |
制备储备液 | |||
![]() |
1 mg | 5 mg | 10 mg |
1 mM | 5.0968 mL | 25.4842 mL | 50.9684 mL |
5 mM | 1.0194 mL | 5.0968 mL | 10.1937 mL |
10 mM | 0.5097 mL | 2.5484 mL | 5.0968 mL |
第一步:请输入基本实验信息(考虑到实验过程中的损耗,建议多配一只动物的药量) | ||||||||||
给药剂量 | mg/kg | 动物平均体重 | g | 每只动物给药体积 | ul | 动物数量 | 只 | |||
第二步:请输入动物体内配方组成(配方适用于不溶于水的药物;不同批次药物配方比例不同,请联系GLPBIO为您提供正确的澄清溶液配方) | ||||||||||
% DMSO % % Tween 80 % saline | ||||||||||
计算重置 |
计算结果:
工作液浓度: mg/ml;
DMSO母液配制方法: mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL,
体内配方配制方法:取 μL DMSO母液,加入 μL PEG300,混匀澄清后加入μL Tween 80,混匀澄清后加入 μL saline,混匀澄清。
1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet