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Merck
CN

SMB00293

Sigma-Aldrich

Mycosubtilin

≥90%

Synonym(s):

Mycosubtilin

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About This Item

CAS Number:
1392-60-5
UNSPSC Code:
51101500

Key Documents

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biological source

Bacillus subtilis

Assay

≥90%

form

powder

color

white to slightly brown
 white to slightly yellow

antibiotic activity spectrum

fungi

Mode of action

cell membrane | interferes

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

InChI key

RCIPRGNHNAEGHR-ZLHAWHIKSA-N

General description

Chemical structure: peptide
Mycosubtilin is an antifungal lipopeptide, which is a member of the iturin family. It contains a cyclic heptapeptide of LDDLLDL, which is completed by a β-amino acid containing a long hydrophobic tail. It was first obtained from Bacillus subtilis by Walton and Woodruff. As a monomer, it is insoluble in water.

Biochem/physiol Actions

Mycosubtilin has antifungal and anti-yeast properties, but is ineffective against virus and bacteria. Its antifungal property is attributed to its capability of permeabilization of the plasma membrane. This happens because of aberration in the osmotic potential leading to the formation of ion-conducting pores in the cell membrane. It has strong hemolytic activity.

Packaging

5MG

Preparation Note

Store at 2 to 8 °C. (Keep container tightly closed in a dry and well-ventilated place. Light seniture. Storage class (TRGS 510) Non Combustible liquids.)

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Light sensitive. Storage class (TRGS 510): Non Combustible Solids

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
SLBP4553V
SLBL0601V

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M Genest et al.
European journal of biochemistry, 169(2), 389-398 (1987-12-01)
The conformation in solution of mycosubtilin, an antifungal lipopeptide [cyclo(L-Asn-D-Tyr-D-Asn-L-Gln-L-Pro-D-Asn-L-Ser-beta-amino acid)]has been probed by two-dimensional nuclear magnetic resonance and restrained energy minimization. Several structures have been proposed belonging to the same family with minor local variations related to different orientations
Marc Ongena et al.
Trends in microbiology, 16(3), 115-125 (2008-02-22)
In the context of biocontrol of plant diseases, the three families of Bacillus lipopeptides - surfactins, iturins and fengycins were at first mostly studied for their antagonistic activity for a wide range of potential phytopathogens, including bacteria, fungi and oomycetes.

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