154:
InChI=1S/C55H86N14O16/c1-3-30(2)13-10-8-6-4-5-7-9-11-14-32-24-47(77)62-36(25-43(57)73)50(80)63-34(20-21-42(56)72)55(85)69-22-12-15-41(69)54(84)67-35(23-31-16-18-33(71)19-17-31)49(79)64-38(27-45(59)75)51(81)65-39(28-46(60)76)52(82)68-40(29-70)53(83)66-37(26-44(58)74)48(78)61-32/h16-19,30,32,34-41,70-71H,3-15,20-29H2,1-2H3,(H2,56,72)(H2,57,73)(H2,58,74)(H2,59,75)(H2,60,76)(H,61,78)(H,62,77)(H,63,80)(H,64,79)(H,65,81)(H,66,83)(H,67,84)(H,68,82)/t30?,32?,34-,35+,36-,37-,38+,39+,40+,41-/m0/s1
164:
InChI=1/C55H86N14O16/c1-3-30(2)13-10-8-6-4-5-7-9-11-14-32-24-47(77)62-36(25-43(57)73)50(80)63-34(20-21-42(56)72)55(85)69-22-12-15-41(69)54(84)67-35(23-31-16-18-33(71)19-17-31)49(79)64-38(27-45(59)75)51(81)65-39(28-46(60)76)52(82)68-40(29-70)53(83)66-37(26-44(58)74)48(78)61-32/h16-19,30,32,34-41,70-71H,3-15,20-29H2,1-2H3,(H2,56,72)(H2,57,73)(H2,58,74)(H2,59,75)(H2,60,76)(H,61,78)(H,62,77)(H,63,80)(H,64,79)(H,65,81)(H,66,83)(H,67,84)(H,68,82)/t30?,32?,34-,35+,36-,37-,38+,39+,40+,41-/m0/s1
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Mehmet Nail Nasir, Françoise Besson & Magali Deleu, «Interactions des antibiotiques ituriniques avec la membrane plasmique. Apport des systèmes biomimétiques des membranes (synthèse bibliographique)», Base , numéro 3, Volume 17 (2013), 505-516 URL :
464:
Besson F., Peypoux F., Michel G. & Delcambe L., 1979. Antifungal activity upon
Saccharomyces cerevisiae of iturin A, mycosubtilin, bacillomycin L and of their derivatives; inhibition of this antifungal activity by lipid antagonists. J. Antibiot., 32,
520:
Action of mycosubtilin and of bacillomycin L on
Micrococcus luteus cells and protoplasts: influence of the polarity of the antibiotics upon their action on the bacterial cytoplasmic membrane
509:
Besson F. & Michel G., 1989. Action of mycosubtilin, an antifungal antibiotic of
Bacillus subtilis, on the cell membrane of Saccharomyces cerevisiae. Microbios, 59, 113-121.
180:
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Thimon L. et al., 1992. Interactions of bioactive lipopeptides, iturin A and surfactin from
Bacillus subtilis. Biotechnol. Appl. Biochem., 16, 144-151.
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Nasir M.N. & Besson F., 2011. Specific interactions of mycosubtilin with cholesterol-containing artificial membranes. Langmuir, 27, 10785-10792.
423:
Walton R.B. & Woodruff H.B., 1949. A crystalline antifungal agent, mycosubtilin, isolated from subtilin broth. J. Clin. Invest., 28, 924-926.
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CCC(C)CCCCCCCCCCC1CC(=O)N(C(=O)N(C(=O)N2CCC2C(=O)N(C(=O)N(C(=O)N(C(=O)N(C(=O)N(C(=O)N1)CC(=O)N)CO)CC(=O)N)CC(=O)N)Cc3ccc(cc3)O)CCC(=O)N)CC(=O)N
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Peypoux F. et al., 1986. Revised structure of mycosubtilin, a peptidolipid antibiotic from
Bacillus subtilis. J. Antibiot., 39, 636-641.
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Surfactine et antibiotiques ituriniques : structure, propriétés et biosynthèse des lipopeptides de
Bacillus subtilis
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Antifungal activity upon
Saccharomyces cerevisiae of iturin A, mycosubtilin, bacillomycin L and of their derivatives
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Mycosubtilin is a heptapeptide, cyclized in a ring with a β-amino fatty acid. The peptide sequence is composed of
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Mycosubtilin has strong antifungal and hemolytic activities. It is active against fungi and yeasts such as
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312:. It was discovered due to its antifungal activities. It belongs to the family of iturin lipopeptides
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Mycosubtilin is a natural lipopeptide. It is produced by the strains of
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Except where otherwise noted, data are given for materials in their
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Its antibacterial activity is quite limited to bacteria such as
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with antifungal and hemolytic activities and isolated from
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Besson F., Peypoux F., Michel G. & Delcambe L., 1979a
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http://popups.ulg.ac.be/1780-4507/index.php?id=10280
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518:Besson F., Peypoux F. & Michel G., 1978b.
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40:3- nonaazacyclooctacosin-25-yl]propanamide
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157:Key: RCIPRGNHNAEGHR-ZLHAWHIKSA-N
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483:Hourdou M.L. & Besson F., 1994.
167:Key: RCIPRGNHNAEGHR-ZLHAWHIKBU
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259:(at 25 °C , 100 kPa).
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487:. Regard Biochim., 1, 35-42.
287:species. It belongs to the
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522:. FEBS Lett., 90, 36-40.
371:Saccharomyces cerevisiae
554:Non-ionic surfactants
352:Biological activities
291:lipopeptide family.
539:Colloidal chemistry
377:Penicillium notatum
249: g·mol
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392:Micrococcus luteus
383:Fusarium oxysporum
365:Candida tropicalis
263:Infobox references
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275:Mycosubtilin
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46:Identifiers
544:Antibiotics
279:lipopeptide
197:Properties
533:Categories
411:References
306:mainly by
295:Definition
238:Molar mass
98:ChemSpider
74:3D model (
53:CAS Number
37:IUPAC name
405:Surfactin
316:Structure
63:1392-60-5
465:828-833.
399:See also
302:Bacillus
284:Bacillus
132:3083700
119:PubChem
107:2340866
380:, and
348:-Asn.
289:iturin
181:SMILES
31:Names
344:-Ser-
340:-Pro-
336:-Gln-
332:-Asn-
328:-Tyr-
324:-Asn-
146:InChI
76:JSmol
247:.375
304:spp
245:199
122:CID
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368:,
362:,
231:16
225:14
219:86
213:55
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346:L
342:D
338:L
334:L
330:D
326:D
322:L
243:1
228:O
222:N
216:H
210:C
78:)
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