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

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

Basic Description

SynonymsfMLP | NSC-350593 | MLS002207097 | F30153 | fMLP; N-Formyl-MLF | N-Formyl-MLF | HY-P0224 | (S)-2-((S)-2-((S)-2-Formamido-4-(methylthio)butanamido)-4-methylpentanamido)-3-phenylpropanoicacid | (E)-methyl 4-hydroxycinnamate | fMLF | fMLP;N-Formyl-MLF | L-Ph
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(Human)

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)
ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
S1PR1 Tclin Sphingosine 1-phosphate receptor Edg-1 (5806 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C5AR1 Tclin C5a anaphylatoxin chemotactic receptor (2677 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FPR1 Tchem Formyl peptide receptor 1 (1372 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CX3CR1 Tchem C-X3-C chemokine receptor 1 (1686 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FPR2 Tchem Lipoxin A4 receptor (3472 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FFAR4 Tchem G-protein coupled receptor 120 (2999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FPRL2 FML2_HUMAN (519 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GPR35 Tchem G-protein coupled receptor 35 (2643 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Aplnr Apelin receptor (201 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapk1 MAP kinase ERK2 (650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fgfr3 Fibroblast growth factor receptor 3 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gpr119 Glucose-dependent insulinotropic receptor (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TGR Thioredoxin glutathione reductase (28579 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fpr-s1 Formyl peptide receptor-related sequence 1 (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

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)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

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

Citations of This Product

1. Xueming Dang, Huimin Zhao.  (2020)  Bimetallic Fe/Mn metal-organic-frameworks and Au nanoparticles anchored carbon nanotubes as a peroxidase-like detection platform with increased active sites and enhanced electron transfer.  TALANTA,  210  (120678).  [PMID:31987183] [10.1016/j.talanta.2019.120678]
2. Xiaoheng Qi, Huiming Tian, Xueming Dang, Yaofang Fan, Yaobin Zhang, Huimin Zhao.  (2019)  A bimetallic Co/Mn metal–organic-framework with a synergistic catalytic effect as peroxidase for the colorimetric detection of H2O2.  Analytical Methods,  11  (8): (1111-1124).  [PMID:] [10.1039/C8AY02514B]
3. Gen Liu, Cheng Ma, Bao-Kang Jin, Zixuan Chen, Jun-Jie Zhu.  (2018)  Direct Electrochemiluminescence Imaging of a Single Cell on a Chitosan Film Modified Electrode.  ANALYTICAL CHEMISTRY,  90  (7): (4801–4806).  [PMID:29506381] [10.1021/acs.analchem.8b00194]
4. Yang Yufang, Shen Dongjun, Long Yijuan, Xie Zhixiong, Zheng Huzhi.  (2017)  Intrinsic Peroxidase-like Activity of Ficin.  Scientific Reports,  (1): (1-8).  [PMID:28224979] [10.1038/srep43141]

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]
2. Xueming Dang, Huimin Zhao.  (2020)  Bimetallic Fe/Mn metal-organic-frameworks and Au nanoparticles anchored carbon nanotubes as a peroxidase-like detection platform with increased active sites and enhanced electron transfer.  TALANTA,  210  (120678).  [PMID:31987183] [10.1016/j.talanta.2019.120678]
3. Xiaoheng Qi, Huiming Tian, Xueming Dang, Yaofang Fan, Yaobin Zhang, Huimin Zhao.  (2019)  A bimetallic Co/Mn metal–organic-framework with a synergistic catalytic effect as peroxidase for the colorimetric detection of H2O2.  Analytical Methods,  11  (8): (1111-1124).  [PMID:] [10.1039/C8AY02514B]
4. Gen Liu, Cheng Ma, Bao-Kang Jin, Zixuan Chen, Jun-Jie Zhu.  (2018)  Direct Electrochemiluminescence Imaging of a Single Cell on a Chitosan Film Modified Electrode.  ANALYTICAL CHEMISTRY,  90  (7): (4801–4806).  [PMID:29506381] [10.1021/acs.analchem.8b00194]
5. Yang Yufang, Shen Dongjun, Long Yijuan, Xie Zhixiong, Zheng Huzhi.  (2017)  Intrinsic Peroxidase-like Activity of Ficin.  Scientific Reports,  (1): (1-8).  [PMID:28224979] [10.1038/srep43141]

Solution Calculators