Surfactin

SIGMA/S3523 - from Bacillus subtilis, ≥98.0% (HPLC)

Synonym: surfactin C

CAS Number: 24730-31-2
Empirical Formula (Hill Notation): C₅₃H₉₃N₇O₁₃
Molecular Weight: 1036.34
Linear Formula: C₅₃H₉₃N₇O₁₃
Product Type: Chemical

antibiotic activity spectrum	fungi
	Gram-negative bacteria
	Gram-positive bacteria
	mycoplasma
	neoplastics
	viruses
assay	≥98.0% (HPLC)
biological source	Bacillus subtilis
CMC	7.5-20 μmol/L (depending on methods)
color	white to faint yellow
description	zwitterionic
form	powder
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+/m1/s1
InChI key	NJGWOFRZMQRKHT-WGVNQGGSSA-N
mode of action	cell membrane \| interferes
Quality Level	200
SMILES string	CC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1
solubility	ethanol: soluble 10 mg/mL
storage condition	(Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)
storage temp.	2-8°C

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 Mycoplasma.
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 membranes.
General description:	Chemical structure: peptide
Other Notes:	Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Packaging:	10, 50 mg in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable