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For-Met-Leu-Phe-OH

CAT: 0121-4001509.1000Size: 1 gDry Ice: NoHazardous: No
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CAT#:0121-4001509.1000Size:1 g
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CAS Number
59880-97-6
Specifications
H-3030.1000
Synonyms
FMLF fMLP
Sequence
For-Met-Leu-Phe-OH
Molecular Formula
C₂₁H₃₁N₃O₅S
Molecular Weight
437.56
Shipping Conditions
Ambient Temperature
Storage Temperature
< -15°C

Chemical Information

N-Formyl-L-methionyl-L-leucyl-L-phenylalanine

N-formyl-L-methionyl-L-leucyl-L-phenylalanine is a tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor. It is functionally related to a L-leucine, a N-formyl-L-methionine and a L-phenylalanine. It is a conjugate acid of a N-formyl-L-methionyl-L-leucyl-L-phenylalaninate.

CAS Number59880-97-6
PubChem CID443295
IUPAC Name(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
Molecular FormulaC21H31N3O5S
Molecular Weight437.6
XLogP1.5
Topological Polar Surface Area150
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Heavy Atom Count30
Formal Charge0
Complexity567
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
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
Chemical Structure
2D Structure
2D structure of N-Formyl-L-methionyl-L-leucyl-L-phenylalanine
CAS: 59880-97-6
CID: 443295
Formula: C21H31N3O5S
MW: 437.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight437.6
XLogP31.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Exact Mass437.19844227
Monoisotopic Mass437.19844227
Topological Polar Surface Area150 Ų
Heavy Atom Count30
Formal Charge0
Complexity567
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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