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

7 Citations COA COA
In stock
Item Number
F113682
Grouped product items
SKU Size
Availability
 Price Qty
F113682-5mg
5mg
3
$58.90
F113682-10mg
10mg
3
$82.90
F113682-25mg
25mg
1
$186.90
F113682-50mg
50mg
2
$224.90
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Bulk Order  SDS  DATASHEET  Specification Sheet

Potent endogenous chemotactic peptide

View related series
Apoptosis (4276) Extrinsic Pathway (436) FPR1 Agonist (23) FPR2/ALX Agonist (41) TNF Receptor (121)

Basic Description

Synonyms fMLP | 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 & 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
This product requires cold chain shipping. Ground and other economy services are not available.
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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct Parent Oligopeptides
Alternative Parents Phenylalanine and derivatives  Leucine and derivatives  Methionine and derivatives  N-acyl-L-alpha-amino acids  Alpha amino acid amides  N-formyl-alpha amino acids  Phenylpropanoic acids  Amphetamines and derivatives  N-acyl amines  Secondary carboxylic acid amides  Sulfenyl compounds  Carboxylic acids  Dialkylthioethers  Monocarboxylic acids and derivatives  Carbonyl compounds  Hydrocarbon derivatives  Organonitrogen compounds  Organic oxides  Organopnictogen compounds  
Molecular Framework Aromatic homomonocyclic compounds
Substituents Alpha-oligopeptide - Phenylalanine or derivatives - Leucine or derivatives - Methionine or derivatives - N-acyl-alpha-amino acid - N-acyl-l-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-formyl-alpha-amino acid - N-formyl-alpha amino acid or derivatives - 3-phenylpropanoic-acid - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Secondary carboxylic acid amide - Carboxamide group - Thioether - Dialkylthioether - Sulfenyl compound - Carboxylic acid - Monocarboxylic acid or derivatives - Organonitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxide - Aromatic homomonocyclic compound
Description This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
External Descriptors tripeptide

Associated Targets(Human)

FPR1 Tchem fMet-Leu-Phe receptor (5 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
FPR2 Tchem N-formyl peptide receptor 2 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
S1PR1 Tclin Sphingosine 1-phosphate receptor Edg-1 (5806 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
C5AR1 Tclin C5a anaphylatoxin chemotactic receptor (2677 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FPR1 Tchem Formyl peptide receptor 1 (1372 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
U2OS (164939 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CX3CR1 Tchem C-X3-C chemokine receptor 1 (1686 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FPR2 Tchem Lipoxin A4 receptor (3472 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FFAR4 Tchem G-protein coupled receptor 120 (2999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FPRL2 FML2_HUMAN (519 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GPR35 Tchem G-protein coupled receptor 35 (2643 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK-293T (167025 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aplnr Apelin receptor (201 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mapk1 MAP kinase ERK2 (650 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fgfr3 Fibroblast growth factor receptor 3 (21 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Gpr119 Glucose-dependent insulinotropic receptor (270 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TGR Thioredoxin glutathione reductase (28579 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fpr-s1 Formyl peptide receptor-related sequence 1 (29 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 504758797
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504758797
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
InChIKey PRQROPMIIGLWRP-BZSNNMDCSA-N
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
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
Reaxy-Rn 8397445
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8397445&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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

5 results found

Lot Number Certificate Type Date Item
H2224198 Certificate of Analysis Jul 06, 2022 F113682
H2224199 Certificate of Analysis Jul 06, 2022 F113682
H2224201 Certificate of Analysis Jul 06, 2022 F113682
H2224200 Certificate of Analysis Jul 06, 2022 F113682
G2504083 Certificate of Analysis Jul 06, 2022 F113682

Chemical and Physical Properties

Sensitivity heat sensitive
Specific Rotation[α] -8° (C=1,AcOH)
Melt Point(°C) 213 °C
Molecular Weight 437.600 g/mol
XLogP3 1.500
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 13
Exact Mass 437.198 Da
Monoisotopic Mass 437.198 Da
Topological Polar Surface Area 150.000 Ų
Heavy Atom Count 30
Formal Charge 0
Complexity 567.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

How to Cite Aladdin Scientific Products?
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). 
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). 
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). 
4. Yang Yufang, Shen Dongjun, Long Yijuan, Xie Zhixiong, Zheng Huzhi.  (2017)  Intrinsic Peroxidase-like Activity of Ficin.  Scientific Reports,  7  (1): (1-8). 
5. Yan Zhang, Tao Lin, Minghui Han, Min Hu, Yun Xu, Wei Huang, Fei Xiao, Anshun Zhao.  (2024)  A microelectrode electrochemical sensing platform based on heteroatoms doped carbon nanotubes arrays with peroxidase-like activity for in-situ detection in live cell.  ANALYTICA CHIMICA ACTA,  1297  (342386). 
6. Wenbin Wen, Yuan Dang, Jieli Tang, Changluo Su, Sha Yu, Junping Ma, Yuanzhen Zhou.  (2024)  A Novel MXene@MOF@Pt NPs-Based Enzyme-Free Electrochemical Sensor for highly Sensitive Detection of Hydrogen Peroxide Released from Living Cells.  JOURNAL OF THE ELECTROCHEMICAL SOCIETY,     
7. Shuai-Qun Yu, Pan Li, Hao-Jie Li, Ling-Jun Shang, Rui Guo, Xu-Ming Sun, Qiong-Qiong Ren.  (2024)  Highly Sensitive Detection of Hydrogen Peroxide in Cancer Tissue Based on 3D Reduced Graphene Oxide–MXene–Multi-Walled Carbon Nanotubes Electrode.  Biosensors-Basel,  14  (6): (261). 

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