A lipopeptide biosurfactant
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Surfactin

Item No. 31620

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-((3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetraisobutyl-12-isopropyl-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-21-yl)propanoic acid
CAS Number
252023-70-4
Molecular Formula
C53H93N7O13 (for C1)
Purity
≥95% (mixture of surfactants)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
O=C([C@@H](NC([C@@H](CC(C)C)NC([C@@H](NC([C@@H](NC([C@H](N1)CC(C)C)=O)C(C)C)=O)CC(O)=O)=O)=O)CC(C)C)OC(CC(N[C@@H](CCC(O)=O)C(N[C@@H](CC(C)C)C1=O)=O)=O)CCCCCCCCCC(C)C
InChi Code
InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36?,37-,38-,39+,40+,41-,42-,46-/m0/s1
InChi Key
NJGWOFRZMQRKHT-VKBYPPDESA-N
Origin
Bacterium/Bacillus subtilis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $125

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    2.5 mg

    $500

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    Product Description

    Surfactin is a cyclic lipopeptide biosurfactant produced by various strains of Bacillus.1 It is composed of a variable heptapeptide and a β-hydroxy fatty acid that ranges in length from 12- to 15 carbons, which generates several isoforms.2 Surfactins interact with and destabilize biological membranes, resulting in a variety of diverse biological activities, including antibacterial, anti-inflammatory, and anticancer activities.1 This surfactin isoform contains the heptapeptide L-Glu-L-Leu-D-Leu-L-Val-L-Asp-D-Leu-L-Leu and is linked to a 15-carbon β-hydroxy fatty acid with the iso branching configuration.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, Y.-S., Ngai, S.-C., Goh, B.-H., et al. Anticancer activities of surfactin and potential application of nanotechnology assisted surfactin delivery. Front. Pharmacol. 8, 761 (2017).

    2. Kowall, M., Kluge, J.V., Stein, T., et al. Separation and characterization of surfactin isoforms produced by Bacillus subtilis OKB 105. J. Colloid Interface Sci. 204(1), 1-8 (1998).