ChemicalBook--->CAS DataBase List--->147664-63-9

147664-63-9

147664-63-9 Structure

147664-63-9 Structure
IdentificationBack Directory
[Name]

Pexiganan
[CAS]

147664-63-9
[Synonyms]

Pexiganan Acetate
Pexiganan USP/EP/BP
L-Lysinamide, glycyl-L-isoleucylglycyl-L-lysyl-L-phenylalanyl-L-leucyl-L-lysyl-L-lysyl-L-alanyl-L-lysyl-L-lysyl-L-phenylalanylglycyl-L-lysyl-L-alanyl-L-phenylalanyl-L-valyl-L-lysyl-L-isoleucyl-L-leucyl-L-lysyl-
[Molecular Formula]

C122H210N32O22
[MDL Number]

MFCD07772290
[MOL File]

147664-63-9.mol
[Molecular Weight]

2477.17
Chemical PropertiesBack Directory
[Boiling point ]

2261.8±65.0 °C(Predicted)
[density ]

1.180±0.06 g/cm3(Predicted)
[form ]

Solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Pexiganan (MSI 78 free base) is a synthetic analog of magainin 2. Pexiganan is a potent and orally active broad-spectrum antimicrobial peptide. Pexiganan can be used in the research of infections, such as diabetic foot ulcer infections[1].
[Synthesis]

Pexiganan is synthesized using a combination of liquid-phase and solid-phase methods. Step 1: The dipeptide fragment Fmoc-Lys(Boc)-Lys(Boc)-OH is synthesized via liquid-phase method. Specifically, Fmoc-Lys(Boc)-OH is activated with HOSu and DCC to form th
[in vivo]

Pexiganan (1, 3, 10 or 30 mg/kg, p.o., daily for three consecutive days) shows H. pylori clearance efficiency in H. pylori-infected mouse[3].
Pexiganan (1 mg/kg, i.p.) shows antimicrobial activity in rat models of Gram-negative septic shock[4].

Animal Model:H. pylori-infected mouse[3].
Dosage:1, 3, 10 or 30 mg/kg
Administration:Oral administration, daily for three consecutive days.
Result:Lowered H. pylori urease activities in mouse stomachs.
Animal Model:Rat models of Gram-negative septic shock (induced by E.coli ATCC 25922)[4].
Dosage:1 mg/kg
Administration:Intraperitoneal injection (i.p.)
Result:Displayed antimicrobial activities and survival rates of 67.7%.
[References]

[1] Lamb HM, et al. Pexiganan acetate. Drugs. 1998 Dec;56(6):1047-52; discussion 1053-4. DOI:10.2165/00003495-199856060-00011
[2] Ge Y, et al. In vitro antibacterial properties of pexiganan, an analog of magainin. Antimicrob Agents Chemother. 1999 Apr;43(4):782-8. DOI:10.1128/AAC.43.4.782
[3] Zhang XL, et al. The synthetic antimicrobial peptide pexiganan and its nanoparticles (PNPs) exhibit the anti-helicobacter pylori activity in vitro and in vivo. Molecules. 2015 Mar 2;20(3):3972-85. DOI:10.3390/molecules20033972
[4] Giacometti A, et al. Effects of pexiganan alone and combined with betalactams in experimental endotoxic shock. Peptides. 2005 Feb;26(2):207-16. DOI:10.1016/j.peptides.2004.09.012
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