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D4921

Sigma-Aldrich

Destruxin A from Metarrhizium anisopliae

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C29H47N5O7
CAS Number:
6686-70-0
Molecular Weight:
577.71
MDL number:
MFCD01736100
UNSPSC Code:
12352200
PubChem Substance ID:
329798802
NACRES:
NA.32

biological source

Metarrhizium anisopliae

Quality Level

200

Assay

≥98% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@@H]1NC(=O)[C@H]2CCCN2C(=O)[C@H](CC=C)OC(=O)CCNC(=O)[C@H](C)N(C)C(=O)[C@H](C(C)C)N(C)C1=O

InChI

1S/C29H47N5O7/c1-9-12-21-27(38)34-16-11-13-20(34)26(37)31-23(18(5)10-2)28(39)33(8)24(17(3)4)29(40)32(7)19(6)25(36)30-15-14-22(35)41-21/h9,17-21,23-24H,1,10-16H2,2-8H3,(H,30,36)(H,31,37)/t18-,19-,20+,21-,23-,24-/m0/s1

InChI key

XIYSEKITPHTMJT-UTJJDKHZSA-N

Application

Destruxin A from Metarrhizium anisopliae has been used for immersion and inoculation bioassay in Rhipicephalus (Boophilus) microplus. It has been used as a transport inhibitor in Drosophila melanogaster.

Biochem/physiol Actions

Destruxin A is a cyclic hexadepsipeptide produced by fungus causing paralysis and death in insects. May suppress the insect immune response. Possesses an inhibitory activity on leukemic cell proliferation, decreasing the number of cells in G2/M phase. It is virustatic against arboviruses.

Quality

Balance is other destruxins

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electrolyte transport pathways induced in the midgut epithelium of Drosophila melanogaster larvae by commensal gut microbiota and pathogens.
Shanbhag SR, et al.
The Journal of Physiology, 595(2), 523-539 (2017)
M Soledade C Pedras et al.
Phytochemistry, 59(6), 579-596 (2002-02-28)
Destruxins, secondary metabolites first reported in 1961, are cyclic hexadepsipeptides composed of an alpha-hydroxy acid and five amino acid residues. The name "destruxin" is derived from "destructor" from the species Oospora destructor, the entomopathogenic fungus from which these metabolites were
T Ast et al.
The journal of peptide research : official journal of the American Peptide Society, 58(1), 1-11 (2001-07-17)
This report describes the development of an efficient solid-phase synthesis protocol and adaptation of reported solution phase procedures for the synthesis of the cyclic depsihexapeptide destruxin A and related analogs. The solid-phase method described is based on standard Fmoc peptide
Xiang Meng et al.
PloS one, 8(2), e57213-e57213 (2013-03-08)
Destruxin A (DA) is a microbial insecticide with potent bioactivity against Spodoptera litura larvae. A previous proteomic analysis of S. litura (SL-1) cells exposed to DA showed the abnormal expression of wing disc-like protein of S. litura (SLAWD). To further
Chengshu Wang et al.
FEMS microbiology letters, 226(2), 373-378 (2003-10-14)
In a previous study, a spontaneous subtilisin pr1A and pr1B gene-deficient mutant of the entomopathogenic fungus Metarhizium anisopliae strain V275 has been identified [Wang, C.-S. et al. (2002) FEMS Microbiol. Lett. 213, 251-255]. The insecticidal metabolites of this mutant were
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