F3506

N-Formyl-Met-Leu-Phe

≥97% (HPLC)

• 동의어(들): Chemotactic peptide, N-Formyl-L-methionyl-L-leucyl-L-phenylalanine, fMLF, fMLP (misnomer but widely used)
• 실험식(Hill 표기법): C₂₁H₃₁N₃O₅S
• CAS Number: 59880-97-6
• Molecular Weight: 437.55
• Beilstein: 2315783
• MDL number: MFCD00036780
• UNSPSC 코드: 12352200
• PubChem Substance ID: 24894846
• NACRES: NA.32

속성

• Quality Level: 100
• 분석: ≥97% (HPLC)
• 형태: powder
• 분자량: 437.55
• 저장 조건: (Keep container tightly closed in a dry and well-ventilated place)
• 기술: activity assay: suitable
• solubility: acetic acid: 20 mg/mL, clear, colorless
• 저장 온도: −20°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
• InChI key: PRQROPMIIGLWRP-BZSNNMDCSA-N
• 유전자 정보: human ... FPR1(2357)

설명

Amino Acid Sequence

NFor-Met-Leu-Phe

일반 설명

N-Formyl-Met-Leu-Phe is a chemotactic peptide, which functions on polymorphonuclear leukocytes (PMN), neutrophils etc.

Research area: Cell signaling

애플리케이션

N-Formyl-Met-Leu-Phe has been used for:

• creating gradients in Zigmond chamber chemotaxis assay performed on neutrophils
• neutrophil chemotaxis assay
• 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.

생화학적/생리학적 작용

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 activates polymorphonuclear leukocytes (PMNs) without the formation of 5-hydroxyicosatetraenoic acid (5-HETE) and leukotriene B₄ (LTB₄). Its effects on neutrophils and the inhibition of adenylate cyclase are inhibited by pertussis toxin.

Potent chemotactic peptide. Induces a metabolic burst in macrophages accompanied by an increase in respiratory rate, secretion of lysosomal enzymes, and production of superoxide anion.

Potent inducer of leucocyte chemotaxis and macrophage activator. Receptors that bind formylpeptides are found on phagocytic neutrophils and have recently been identified on cells of the intestinal mucosa.

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)