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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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F113682-5mg | 5mg | In stock | $58.90 | |
F113682-10mg | 10mg | In stock | $82.90 | |
F113682-25mg | 25mg | In stock | $186.90 | |
F113682-50mg | 50mg | In stock | $224.90 |
Potent endogenous chemotactic peptide
Synonyms | N-Formyl-Met-Leu-Phe|59880-97-6|FMLP|Chemotactic peptide|fMLF|N-Formyl-methionyl-leucyl-phenylalanine|F-Met-leu-phe|fMetLeuPhe|fMet-Leu-Phe|N-Formyl-L-methionyl-L-leucyl-L-phenylalanine|formyl-Met-Leu-Phe|N-FORMYLMETHIONINE LEUCYL-PHENYLALANINE|(S)-2-((S) |
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Specifications & Purity | Moligand™, ≥97% |
Biochemical and Physiological Mechanisms | N-Formyl-Met-Leu-Phe induced chemotaxis in phosphoinositide 3-kinase γ (PI3K)γ-/- neutrophils, and promotes adhesion, polymerization of F-actin, Fcγ receptor-mediated phagocytosis and intracellular Ca2+ release. It acts as an inflammatory agent and activa |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | AGONIST |
Mechanism of action | Agonist of FPR1;Agonist of FPR2/ALX |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one week. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | N-Formyl-Met-Leu-Phe has been used for: · creating gradients in Zigmond chamber chemotaxis assay performed on neutrophils · use in neutrophil chemotaix assayand · determination of the involvement of MAPK-activating protein kinase-2 (MAPKAPK-2) and/or p38, in the signaling pathway of human polymorphonuclear leukocytes (PMNs) stimulated by N-Formyl-Met-Leu-Phe. |
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IUPAC Name | (2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid |
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INCHI | InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1 |
InChi Key | PRQROPMIIGLWRP-BZSNNMDCSA-N |
Canonical SMILES | CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)NC(=O)C(CCSC)NC=O |
Isomeric SMILES | CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)NC(=O)[C@H](CCSC)NC=O |
WGK Germany | 3 |
Alternate CAS | 59880-97-6 |
PubChem CID | 443295 |
MeSH Entry Terms | F Met Leu Phe;F-Met-Leu-Phe;fMet Leu Phe;fMet-Leu-Phe;Formylmet Leu Phe;Formylmet-Leu-Phe;Formylmethionyl Leucyl Phenylalanine;Formylmethionyl Peptide;Formylmethionyl-Leucyl-Phenylalanine;Formylmethionylleucylphenylalanine;Leucyl-Phenylalanine, N-Formylme |
Molecular Weight | 437.55 |
Beilstein | 2315783 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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H2224198 | Certificate of Analysis | Jul 06, 2022 | F113682 |
H2224199 | Certificate of Analysis | Jul 06, 2022 | F113682 |
H2224200 | Certificate of Analysis | Jul 06, 2022 | F113682 |
H2224201 | Certificate of Analysis | Jul 06, 2022 | F113682 |
Sensitivity | heat sensitive |
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Specific Rotation[α] | -8° (C=1,AcOH) |
Melt Point(°C) | 213 °C |
WGK Germany | 3 |
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1. Cuesta Torres LF et al.. (2019) High-density lipoproteins induce miR-223-3p biogenesis and export from myeloid cells: Role of scavenger receptor BI-mediated lipid transfer.. Atherosclerosis, 286 (20-29). [PMID:31096070] |