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Merck
모든 사진(1)

Key Documents

S3523

Sigma-Aldrich

Surfactin

from Bacillus subtilis, ≥98.0% (HPLC)

동의어(들):

surfactin C

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About This Item

실험식(Hill 표기법):
C53H93N7O13
CAS Number:
Molecular Weight:
1036.34
UNSPSC 코드:
51102829
PubChem Substance ID:
NACRES:
NA.85

생물학적 소스

Bacillus subtilis

Quality Level

설명

zwitterionic

분석

≥98.0% (HPLC)

형태

powder

저장 조건

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

색상

white to faint yellow

CMC

7.5-20 μmol/L (depending on methods)

solubility

ethanol: soluble 10 mg/mL

항생제 활성 스펙트럼

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

동작 모드

cell membrane | interferes

저장 온도

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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

Chemical structure: peptide

애플리케이션

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.

생화학적/생리학적 작용

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.

기타 정보

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

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
David J Gonzalez et al.
Microbiology (Reading, England), 157(Pt 9), 2485-2492 (2011-07-02)
Microbial competition exists in the general environment, such as soil or aquatic habitats, upon or within unicellular or multicellular eukaryotic life forms. The molecular actions that govern microbial competition, leading to niche establishment and microbial monopolization, remain undetermined. The emerging
Clarisse S Compaoré et al.
International journal of food microbiology, 162(3), 297-307 (2013-03-08)
Bikalga is a Hibiscus sabdariffa seed fermented condiment widely consumed in Burkina Faso and neighboring countries. The fermentation is dominated by Bacillus subtilis group species. Ten B. subtilis subsp. subtilis (six isolates) and Bacillus licheniformis (four isolates) isolated from traditional
L D'Auria et al.
Biochimica et biophysica acta, 1828(9), 2064-2073 (2013-05-21)
The lipopeptide surfactin exhibits promising antimicrobial activities which are hampered by haemolytic toxicity. Rational design of new surfactin molecules, based on a better understanding of membrane:surfactin interaction, is thus crucial. We here performed bioimaging of lateral membrane lipid heterogeneity in

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