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S3523

Surfactin

from Bacillus subtilis, ≥98.0% (HPLC)

Synonym(s):

surfactin C

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10 mg

Available to ship TODAYfromMILWAUKEE

$290.00
50 mg

Available to ship TODAYfromMILWAUKEE

$1,090.00

About This Item

Empirical Formula (Hill Notation):
C53H93N7O13
CAS Number:
24730-31-2
Molecular Weight:
1036.34
UNSPSC Code:
51102829
PubChem Substance ID:
24899562
NACRES:
NA.85

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biological source

Bacillus subtilis

Quality Level

200

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

antibiotic activity spectrum

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

mode of action

cell membrane | interferes

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

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[1].

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[1].

Other Notes

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

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Surfactin from Bacillus subtilis, ≥98.0% (HPLC)

Sigma-Aldrich

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Bacitracin from Bacillus licheniformis, ≥65 IU/mg

Sigma-Aldrich

11702

Bacitracin

Bacitracin from Bacillus licheniformis, ≥65 IU/mg

Sigma-Aldrich

B0125

Bacitracin

Valinomycin Ready Made Solution, ~1 mg/mL in DMSO

Sigma-Aldrich

V3639

Valinomycin

antibiotic activity spectrum

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

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

Gram-positive bacteria, parasites, viruses

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥98.0% (HPLC)

assay

-

assay

-

assay

≥90% (HPLC)

form

powder

form

powder

form

powder

form

liquid, ready-to-use solution

biological source

Bacillus subtilis

biological source

Bacillus licheniformis

biological source

Bacillus licheniformis

biological source

Streptomyces sp.

solubility

ethanol: soluble 10 mg/mL

solubility

-

solubility

-

solubility

-

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000502656
0000502656
0000502657
0000502657
0000486896

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Related Content

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
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
Emilia Ghelardi et al.
Applied and environmental microbiology, 78(18), 6540-6544 (2012-07-10)
Multicellular communities produced by Bacillus subtilis can adopt sliding or swarming to translocate over surfaces. While sliding is a flagellum-independent motility produced by the expansive forces in a growing colony, swarming requires flagellar functionality and is characterized by the appearance
View All Related Papers

Global Trade Item Number

SKUGTIN
S3523-10MG04061836923150
S3523-50MG04061836923198

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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