N-Formylmethionine leucyl-phenylalanine

N-Formylmethionine leucyl-phenylalanine

IUPAC name (2S)-2-[[(2S)-2-[[(2S)-2-Formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
Other names F-Met-Leu-Phe L-Phenylalanine, N-(N-(N-formyl-L-methionyl)-L-leucyl)-^[1]
Identifiers
CAS number	59880-97-6
PubChem	443295
ChemSpider	16125628^Y
MeSH	N-Formylmethionine+Leucyl-Phenylalanine
Jmol-3D images	Image 1
SMILES OC(=O)C(NC=O)CCSC.CC(C)CC(N)C(=O)NC(Cc1ccccc1)C(O)=O
InChI InChI=1S/C15H22N2O3.C6H11NO3S/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11;1-11-3-2-5(6(9)10)7-4-8/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20);4-5H,2-3H2,1H3,(H,7,8)(H,9,10)^Y Key: HFSVAEOILMOWDY-UHFFFAOYSA-N^Y InChI=1/C15H22N2O3.C6H11NO3S/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11;1-11-3-2-5(6(9)10)7-4-8/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20);4-5H,2-3H2,1H3,(H,7,8)(H,9,10) Key: HFSVAEOILMOWDY-UHFFFAOYAS
Properties
Molecular formula	C₂₁H₃₁N₃O₅S
Molar mass	437.55 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

N-Formylmethionyl-leucyl-phenylalanine is a formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become "metabolically activated" <-(undefined term, please define).^[2]

References