Surfactin

• Catalog No.: S3523
• CAS Number: 24730-31-2
• M. F.: C53H93N7O13
• M. W.: 1036.34462
• Purity: ≥98% (HPLC and TLC)

SYNONYMS

• IUPAC name: 3-[(2R,5S,8S,11R,14S,17S,20R,23S)-17-(carboxymethyl)-2-(11-methyldodecyl)-8,11,20,23-tetrakis(2-methylpropyl)-3,6,9,12,15,18,21,24-octaoxo-14-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclotetracosan-5-yl]propanoic acid
• IUPAC Traditional name: 3-[(2R,5S,8S,11R,14S,17S,20R,23S)-17-(carboxymethyl)-14-isopropyl-2-(11-methyldodecyl)-8,11,20,23-tetrakis(2-methylpropyl)-3,6,9,12,15,18,21,24-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclotetracosan-5-yl]propanoic acid

DATABASE IDS

• PubChem SID: 24899562
• MDL Number: MFCD00082048
• CAS Number: 24730-31-2

PROPERTIES

• Biological Source: from Bacillus subtilis
• Description: zwitterionic
• Purity: ≥98% (HPLC and TLC)
• Critical Micelle Concentration: 7.5-20 μmol/L (depending on methods)
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

Application
Surfactin is used as a surfactant to mediate flux of mono-and divalent cations, such as calcium, across lipid bilayer membranes. It is also used to study antitumor activity, activity against enveloped viruses, activity against the protoplast of Bacillus megaterium and the activity against Mycoplasma1.
Biochem/physiol Actions
Surfactin is a lipopeptide antibiotic that is composed of one β-hydroxy fatty acid, which has a long fatty acid moiety, and seven amino acids. Three of them have D configurations. It is a powerful biosurfactant that causes lysis of erythrocytes and bacteria. It is also a clotting inhibitor. Surfactin is thought to disrupt or disintegrate membranes via physicochemical interaction with the membranes1.