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Merck

47729

Sigma-Aldrich

N-Formyl-Met-Leu-Phe

≥99.0% (TLC), BioXtra

Synonym(e):

Chemotaktisches Peptid, N-Formyl-L-methionyl-L-leucyl-L-phenylalanin, fMLP (misnomer but widely used)

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About This Item

Empirische Formel (Hill-System):
C21H31N3O5S
CAS-Nummer:
Molekulargewicht:
437.55
Beilstein:
2315783
MDL-Nummer:
UNSPSC-Code:
12352209
PubChem Substanz-ID:
NACRES:
NA.26

Produktbezeichnung

N-Formyl-Met-Leu-Phe, BioXtra, ≥99.0% (TLC)

Produktlinie

BioXtra

Qualitätsniveau

Assay

≥99.0% (TLC)

Form

powder

Farbe

white

Löslichkeit

DMF: 50 mg/mL, clear, colorless

Anwendung(en)

cell analysis

Lagertemp.

2-8°C

SMILES String

CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(O)=O

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

Angaben zum Gen

human ... FPR1(2357)

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Amino Acid Sequence

NFor-Met-Leu-Phe

Anwendung

1. 4th and 5th applications do not have access
2. 3rd application is not relevant

Biochem./physiol. Wirkung

Potentes chemotaktisches Peptid. Induziert einen metabolischen Burst in Makrophagen, zusammen mit einer Steigerung der Atemfrequenz, Sekretion von lysosomalen Enzymen und Produktion von Superoxidanion.
N-Formyl-Met-Leu-Phe is a potent chemotactic peptide and formyl peptide receptor (FPR) agonist that induces a metabolic burst in macrophages accompanied by an increase in respiratory rate, secretion of lysosomal enzymes, and production of superoxide anion.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Astrid L Voskamp et al.
The journal of allergy and clinical immunology. In practice, 3(2), 192-199 (2015-02-03)
Allergic bronchopulmonary aspergillosis (ABPA) often presents with persistently uncontrolled asthma despite the use of corticosteroids and antifungal therapy. Omalizumab is a humanized anti-IgE monoclonal antibody currently used to treat severe asthma. The aim was to assess the clinical and immunologic
C Dahlgren et al.
Blood, 95(5), 1810-1818 (2000-02-26)
A D-methionine-containing peptide, Trp-Lys-Tyr-Met-Val-D-Met-NH(2) (WKYMVm), featuring a unique receptor specificity was investigated with respect to its ability to activate neutrophil effector functions. The peptide was found to be more potent than the N-formylated peptide N-formyl-Met-Leu-Phe (fMLF) at inducing neutrophil chemotaxis
Alexandra F Santos et al.
The Journal of allergy and clinical immunology, 134(3), 645-652 (2014-07-30)
Most of the peanut-sensitized children do not have clinical peanut allergy. In equivocal cases, oral food challenges (OFCs) are required. However, OFCs are laborious and not without risk; thus, a test that could accurately diagnose peanut allergy and reduce the
J James B Edelman et al.
Shock (Augusta, Ga.), 39(2), 149-154 (2013-01-18)
Persistent alteration to host polymorphonuclear cell (PMN) physiology has been demonstrated after cardiac surgery performed with cardiopulmonary bypass (CPB). However, to date, PMN physiology and function beyond the first 24 h have not been investigated after cardiac surgery performed without
Karama Makni-Maalej et al.
Journal of immunology (Baltimore, Md. : 1950), 189(9), 4657-4665 (2012-09-25)
Superoxide anion production by the neutrophil NADPH oxidase plays a key role in host defense; however, excessive superoxide production is believed to participate to inflammatory reactions. Neutrophils express several TLR that recognize a variety of microbial motifs or agonists. The

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