All Photos(1)

S3523

Sigma-Aldrich

Surfactin

from Bacillus subtilis, ≥98.0% (HPLC)

Empirical Formula (Hill Notation):
C53H93N7O13
CAS Number:
Molecular Weight:
1036.34
PubChem Substance ID:
NACRES:
NA.85

Quality Level

biological source

Bacillus subtilis

description

zwitterionic

assay

≥98.0% (HPLC)

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.)

color

white to faint yellow

CMC

7.5-20 μmol/L (depending on methods)

solubility

ethanol: soluble 10 mg/mL

Mode of action

cell membrane | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
fungi
mycoplasma
neoplastics
viruses

storage temp.

2-8°C

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Chemical structure: peptide

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.

Packaging

10, 50 mg in poly bottle

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Product Information Sheet

More documents

Quotes and Ordering

M M Nakano et al.
Journal of bacteriology, 170(12), 5662-5668 (1988-12-01)
Surfactin is a lipopeptide antibiotic produced by the cells of Bacillus subtilis ATCC 21332. A genetic locus responsible for surfactin production (sfp) was transferred from ATCC 21332 to JH642, a derivative of the standard B. subtilis 168. To study the
K Tsuge et al.
Antimicrobial agents and chemotherapy, 45(12), 3566-3573 (2001-11-16)
Surfactin is a cyclic lipopeptide biosurfactant. Transposon mutagenesis was performed in Bacillus subtilis strain 168, and a surfactin-susceptible mutant, strain 801, was isolated. Analysis of the region of insertion revealed that yerP was the determinant of surfactin self-resistance. YerP had
Junfeng Zhao et al.
Journal of industrial microbiology & biotechnology, 39(6), 889-896 (2012-02-22)
Genome shuffling is an efficient approach for the rapid improvement of the yield of secondary metabolites. This study was undertaken to enhance the yield of surfactin produced by Bacillus amyloliquefaciens ES-2-4 using genome shuffling and to examine changes in SrfA
Ju Jung et al.
Biotechnology and bioengineering, 109(9), 2349-2356 (2012-04-19)
Surfactin is a biological surfactant with numerous potential applications. In this study, Bacillus subtilis was engineered to improve surfactin production by the activation of two competence-stimulating pheromones, ComX and competence and sporulation factor (CSF) to stimulate the transcription of srfA
N Behary et al.
Colloids and surfaces. B, Biointerfaces, 90, 137-143 (2011-11-08)
This article deals with an alternative method for bio-separation of surfactin produced by Bacillus subtilis using sorption method on nonwoven PET (polyethylene terephthalate) fibrous membranes functionalized with chitosan. In the first part of the study, surface functionalization of the PET

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service