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N-Formyl-Met-Leu-Phe - 97%, high purity , CAS No.59880-97-6, Agonist of FPR1;Agonist of FPR2/ALX

  • Moligand™
  • ≥97%
Item Number
F113682
Grouped product items
SKUSizeAvailabilityPrice Qty
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

View related series
FPR1 Agonist FPR2/ALX Agonist

Basic Description

SynonymsN-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)
Specifications & PurityMoligand™, ≥97%
Biochemical and Physiological MechanismsN-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 TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of FPR1;Agonist of FPR2/ALX
NoteWherever 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.

Associated Targets

CX3CR1 Tchem CX3C chemokine receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GPR35 Tchem G-protein coupled receptor 35 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BRD4 Tchem Bromodomain-containing protein 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CBX1 Tbio Chromobox protein homolog 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CDK2 Tchem Cyclin-dependent kinase 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GMNN Tbio Geminin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC15A1 Tchem Solute carrier family 15 member 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FFAR4 Tchem Free fatty acid receptor 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FPR1 Tchem fMet-Leu-Phe receptor 5 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FPR2 Tchem N-formyl peptide receptor 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FGFR3 Tclin Fibroblast growth factor receptor 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CSNK1D Tchem Casein kinase I isoform delta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TXNRD1 Tclin Thioredoxin reductase 1, cytoplasmic 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

S1PR1 Tclin Sphingosine 1-phosphate receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TRIM24 Tchem Transcription intermediary factor 1-alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

C5AR1 Tclin C5a anaphylatoxin chemotactic receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BRPF1 Tchem Peregrin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AURKA Tchem Aurora kinase A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADRB2 Tclin Beta-2 adrenergic receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

APLNR Tchem Apelin receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ABL1 Tclin Tyrosine-protein kinase ABL1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADRA2A Tclin Alpha-2A adrenergic receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADGRF1 Tbio Adhesion G-protein coupled receptor F1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AGTR1 Tclin Type-1 angiotensin II receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GSK3B Tclin Glycogen synthase kinase-3 beta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GPR119 Tclin Glucose-dependent insulinotropic receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GLP1R Tclin Glucagon-like peptide 1 receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MAPK1 Tchem Mitogen-activated protein kinase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
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

Certificates

Certificate of Analysis(COA)

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4 results found

Lot NumberCertificate TypeDateItem
H2224198Certificate of AnalysisJul 06, 2022 F113682
H2224199Certificate of AnalysisJul 06, 2022 F113682
H2224200Certificate of AnalysisJul 06, 2022 F113682
H2224201Certificate of AnalysisJul 06, 2022 F113682

Chemical and Physical Properties

Sensitivityheat sensitive
Specific Rotation[α]-8° (C=1,AcOH)
Melt Point(°C)213 °C

Safety and Hazards(GHS)

WGK Germany 3

Related Documents

References

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]

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