N-Formyl-Met-Leu-Phe
(Synonyms: 酪胺盐酸盐,fMLP; N-Formyl-MLF) 目录号 : GC16673
N-Formyl-Met-Leu-Phe是一种内源性趋化肽，也是甲酰肽受体1（FPR1）的激动剂，Ki值为38 nM。
Cas No.:59880-97-6
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >99.50%
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- SDS (Safety Data Sheet)
- Datasheet
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Cell experiment [1]: |
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Cell lines |
human MSCs |
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Preparation method |
MSCs were cultured in growth media or differentiated into osteoblasts for 12 days, labeled with [3H]myoinositol, pretreated with or without CysH (1μM) for 30 min, and treated with or without 1μm N-Formyl-Met-Leu-Phe for 1 h. PLC and PLD activity was then measured. |
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Reaction Conditions |
1μM; 1 h |
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Applications |
In differentiated cells, both basal and N-Formyl-Met-Leu-Phe stimulated PLC or PLD activity showed a significant increase, compared with undifferentiated cells. |
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Animal experiment [2]: |
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Animal models |
C57BL/6 mice |
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Preparation method |
1mL endotoxin-free normal saline containing 1μL DMSO or 1μL 1 mmol/L N-Formyl-Met-Leu-Phe was injected into the air pouch. Four hours after the injection, mice were killed by CO2 asphyxiation. The air pouches were washed with PBS containing 5mmol/L EDTA and 20kU/L heparin, and leukocytes recovered from the air pouches were counted by Wright's staining. |
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Dosage form |
1μM; injected into the air pouch |
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Applications |
In an air-pouch inflammation model, injection of N-Formyl-Met-Leu-Phe increased leukocyte infiltration more than in mice injected with vehicle. |
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References: [1]Shin M K, Jang Y H, Yoo H J, et al. N-formyl-methionyl-leucyl-phenylalanine (fMLP) promotes osteoblast differentiation via the N-formyl peptide receptor 1-mediated signaling pathway in human mesenchymal stem cells from bone marrow[J]. Journal of Biological Chemistry, 2011, 286(19): 17133-17143. [2]Cui Y, Hou X, Chen J, et al. Sesamin inhibits bacterial formylpeptide-induced inflammatory responses in a murine air-pouch model and in THP-1 human monocytes[J]. The Journal of nutrition, 2010, 140(2): 377-381. |
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N-Formyl-Met-Leu-Phe (fMLP) is an endogenous chemotactic peptide and an agonist of formyl peptide receptor 1 (FPR1) with a Ki value of 38 nM[1]. N-Formyl-Met-Leu-Phe activates various functions of neutrophils and monocytes by binding to G protein-coupled receptors, causing cell polarization, the production of reactive oxygen species, and the release of arachidonic acid metabolites. production and release of lysosomal enzymes[2]. N-Formyl-Met-Leu-Phe is a bacterial-derived peptide that synergizes with lipopolysaccharide to induce inflammatory responses through multiple signaling pathways[3].
In vitro, N-Formyl-Met-Leu-Phe (1μM) stimulated human osteoblasts for 1 hour, significantly increased the activities of intracellular PLC and PLD, increased the expression levels of Runx2 and COX2, and promoted the differentiation of cells into osteoblasts[4]. N-Formyl-Met-Leu-Phe (100nM) treated U937 cells, which enhanced intracellular Ca2+ signal transduction and hyperpolarized the cells[5]. N-Formyl-Met-Leu-Phe (10μM/ml) treated human neutrophils and stimulated the production of superoxide anions [6].
In vivo, N-Formyl-Met-Leu-Phe (1μM) treated newly fertilized zebrafish embryos and promoted bone development; N-Formyl-Met-Leu-Phe (50μM) treated rabbits with skull defects and promoted bone reconstruction[4]. N-Formyl-Met-Leu-Phe (1μM) treatment of mice increased leukocyte infiltration in the air sacs and aggravated air sac inflammation [7].
References:
[1]Mills J S, Miettinen H M, Cummings D, et al. Characterization of the binding site on the formyl peptide receptor using three receptor mutants and analogs of Met-Leu-Phe and Met-Met-Trp-Leu-Leu[J]. Journal of Biological Chemistry, 2000, 275(50): 39012-39017.
[2]Panaro M A, Mitolo V. Cellular responses to FMLP challenging: a mini-review[J]. Immunopharmacology and immunotoxicology, 1999, 21(3): 397-419.
[3]Chen L Y, Pan W W, Chen M, et al. Synergistic induction of inflammation by bacterial products lipopolysaccharide and fMLP: an important microbial pathogenic mechanism[J]. The Journal of Immunology, 2009, 182(4): 2518-2524.
[4]Shin M K, Jang Y H, Yoo H J, et al. N-formyl-methionyl-leucyl-phenylalanine (fMLP) promotes osteoblast differentiation via the N-formyl peptide receptor 1-mediated signaling pathway in human mesenchymal stem cells from bone marrow[J]. Journal of Biological Chemistry, 2011, 286(19): 17133-17143.
[5]Penna A, Stutzin A. KCa3. 1-dependent hyperpolarization enhances intracellular Ca2+ signaling induced by fMLF in differentiated U937 cells[J]. PLoS One, 2015, 10(9): e0139243.
[6]Chniguir A, Pintard C, Liu D, et al. Eugenol prevents fMLF-induced superoxide anion production in human neutrophils by inhibiting ERK1/2 signaling pathway and p47phox phosphorylation[J]. Scientific reports, 2019, 9(1): 18540.
[7]Cui Y, Hou X, Chen J, et al. Sesamin inhibits bacterial formylpeptide-induced inflammatory responses in a murine air-pouch model and in THP-1 human monocytes[J]. The Journal of nutrition, 2010, 140(2): 377-381.
N-Formyl-Met-Leu-Phe是一种内源性趋化肽，也是甲酰肽受体1（FPR1）的激动剂，Ki值为38 nM[1]。N-Formyl-Met-Leu-Phe通过与G蛋白偶联受体结合，激活中性粒细胞和单核细胞的多种功能，引起细胞极化、活性氧的产生、花生四烯酸代谢产物的产生和溶酶体酶的释放[2]。N-Formyl-Met-Leu-Phe 是一种细菌衍生肽，与脂多糖通过多种信号通路协同诱导炎症反应[3]。
在体外，N-Formyl-Met-Leu-Phe（1μM）刺激人成骨细胞1h，显著升高了细胞内PLC和PLD的活性，升高了Runx2和COX2的表达水平，促进细胞向成骨分化[4]。N-Formyl-Met-Leu-Phe（100nM）处理U937细胞，增强了细胞内Ca2+信号转导，使细胞超极化[5]。N-Formyl-Met-Leu-Phe（10μM/ml）处理人中性粒细胞，刺激了超氧阴离子产生[6]。
在体内，N-Formyl-Met-Leu-Phe（1μM）处理刚受精的斑马鱼胚胎，促进了骨骼发育；N-Formyl-Met-Leu-Phe（50μM）处理颅骨缺损家兔，促进了骨重建[4]。N-Formyl-Met-Leu-Phe（1μM）处理小鼠，增加了气囊中白细胞浸润，加剧气囊炎[7]。
| Cas No. | 59880-97-6 | SDF | |
| 别名 | 酪胺盐酸盐,fMLP; N-Formyl-MLF | ||
| 化学名 | (S)-2-((S)-2-((S)-2-formamido-4-(methylthio)butanamido)-4-methylpentanamido)-3-phenylpropanoic acid | ||
| Canonical SMILES | O=C([C@H](CC(C)C)NC([C@H](CCSC)NC=O)=O)N[C@H](C(O)=O)CC1=CC=CC=C1 | ||
| 分子式 | C21H31N3O5S | 分子量 | 437.55 |
| 溶解度 | DMF: 25 mg/mL,DMSO: 30 mg/mL,Ethanol: 0.5 mg/mL,PBS (pH 7.2): 0.1 mg/mL | 储存条件 | Desiccate 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。 |
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| 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 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.2855 mL | 11.4273 mL | 22.8545 mL |
| 5 mM | 0.4571 mL | 2.2855 mL | 4.5709 mL |
| 10 mM | 0.2285 mL | 1.1427 mL | 2.2855 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。
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