Fengycin - CAS 102577-03-7

Fengycin(CAS: 102577-03-7) is a lipopeptide complex which is synthesized by Bacillus subtilis strain F-29-3. It is an antifungal compound, and is made up of two components namely, fengycin A and fengycin B. Fengycin A contains 1 D-Ala, 1 L-Ile, 1 L-Pro, 1 D-allo-Thr, 3 L-Glx, 1 D-Tyr, 1 L-Tyr, 1 D-Orn, whereas fengycin B contains D-Val instead of D-Ala. Fengycin may be used for the sterilization of E. coli., and for the inactivation of spores of Bacillus cereus.

Fengycin shows antifungal properties against filamentous fungi, but has no action against yeast and bacteria. Certain unsaturated fatty acids facilitate the antifungal property, whereas sterols, phospholipids and oleic acid act as antagonists. It produces morphological abnormalities in fungi including curling, bulging and empyting of hyphae. Thus, it mainly functions through its effects on the plasma membrane.

Catalog Number: M000908

CAS Number: 102577-03-7

Molecular Formula: C10H16OSi

Molecular Weight:1463.7

Purity: ≥95%

* For research use only. Not for human or veterinary use.

Synonym

SynonymsFengycin C; Fengymycin.

Property

Molecular Formula: C10H16OSi
Molecular Weight1463.7
Purity≥95%
Storage-80°C

Computed Descriptor

IUPAC Name(4S)-5-[[(2R)-5-amino-1-[[(4S,7S,10S,13S,19R,22S,25S,28R)-10-(3-amino-3-oxopropyl)-4-[(2R)-butan-2-yl]-22-(2-carboxyethyl)-25-[(1S)-1-hydroxyethyl]-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,6,9,12,18,21,24,27-octaoxo-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-(3-hydroxyhexadecanoylamino)-5-oxopentanoic acid
InChIInChI=1S/C72H110N12O20/c1-6-8-9-10-11-12-13-14-15-16-17-20-48(87)41-58(89)76-51(32-35-59(90)91)65(96)77-50(21-18-37-73)64(95)80-55-40-46-25-29-49(30-26-46)104-72(103)61(42(3)7-2)82-67(98)54(39-45-23-27-47(86)28-24-45)81-66(97)52(31-34-57(74)88)78-69(100)56-22-19-38-84(56)71(102)43(4)75-63(94)53(33-36-60(92)93)79-70(101)62(44(5)85)83-68(55)99/h23-30,42-44,48,50-56,61-62,85-87H,6-22,31-41,73H2,1-5H3,(H2,74,88)(H,75,94)(H,76,89)(H,77,96)(H,78,100)(H,79,101)(H,80,95)(H,81,97)(H,82,98)(H,83,99)(H,90,91)(H,92,93)/t42-,43-,44+,48?,50-,51+,52+,53+,54+,55-,56+,61+,62+/m1/s1
InChIKeyCUOJDWBMJMRDHN-RLLVTFBRSA-N
SMILESCCCCCCCCCCCCCC(CC(=O)NC(CCC(=O)O)C(=O)NC(CCCN)C(=O)NC1CC2=CC=C(C=C2)OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C3CCCN3C(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)O)CCC(=O)O)C)CCC(=O)N)CC4=CC=C(C=C4)O)C(C)CC)O