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C9405

Sigma-Aldrich

Z-D-Phe-Phe-Gly

≥97% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C28H29N3O6
CAS Number:
Molecular Weight:
503.55
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥97% (TLC)

storage temp.

−20°C

SMILES string

OC(=O)CNC(=O)C(Cc1ccccc1)NC(=O)C(Cc2ccccc2)NC(=O)OCc3ccccc3

Biochem/physiol Actions

Virus replication inhibitor.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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R M Epand et al.
The Journal of biological chemistry, 262(4), 1526-1529 (1987-02-05)
Cyclosporin A, benzyloxycarbonyl-D-Phe-L-Phe-Gly, and amantadine inhibit the dilution of fluorescently labeled lipids, as measured with the resonance energy exchange assay for membrane fusion. The fusion was studied using sonicated vesicles containing 1,2-dioleoyl-sn-glycero(3)phosphoethanolamine, egg (3-sn-phosphatidyl)choline, and cholesterol in a 1:1:1.3 molar
P L Yeagle et al.
Biochemistry, 31(12), 3177-3183 (1992-03-31)
The mechanism by which the hydrophobic peptide Z-D-Phe-L-PheGly inhibits membrane fusion was investigated. Differential scanning calorimetry, 2H nuclear magnetic resonance (NMR), and 13C NMR of phosphatidylcholine bilayers in the presence of Z-D-Phe-L-PheGly indicate that this hydrophobic peptide penetrates the phospholipid
P L Yeagle et al.
Biochemistry, 32(45), 12197-12202 (1993-11-16)
The influence of the antiviral peptide, carbobenzoxy-D-phenylalanyl-L-phenylalanylglycine (ZfFG), on the average conformation of phosphatidylcholine in hydrated bilayers was investigated with multinuclear solid state magnetic resonance (NMR). Phosphatidylcholine was specifically deuterated (separately) in the choline N-methyls, the alpha and beta positions
A R Dentino et al.
Biochimica et biophysica acta, 1235(2), 213-220 (1995-05-04)
The anti-viral and membrane fusion inhibitor, carbobenzoxy-D-phenylalanine-L-phenylalanine-glycine (ZfFG), was studied in phospholipid bilayers, where earlier studies had indicated this peptide functioned. Multinuclear magnetic resonance (NMR) studies were performed with isotopically labeled peptide. A peptide labeled in the glycine carboxyl with
R M Epand et al.
Biochimica et biophysica acta, 1152(1), 128-134 (1993-10-10)
The peptide ZfFG is known to inhibit non-bilayer phase formation as well as vesicle-vesicle and viral fusion. In order to ascertain some of the properties or structural features of this peptide which were important for the inhibition of membrane fusion

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