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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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Kopecky, J., et al.
Comparative Biochemistry and Physiology, 103C, 23-23 (1992)
Stefan Hutwimmer et al.
Mycologia, 102(1), 1-10 (2010-02-03)
Nutritional conditions causing droplet exudation by Metarhizium anisopliae var. anisopliae were studied. Exudation in droplets occurred only on media with more than one carbon source and was highly dependent on the ratio of a well metabolized sugar such as trehalose
Esau Ruiz-Sanchez et al.
Toxicon : official journal of the International Society on Toxinology, 55(6), 1162-1170 (2010-01-12)
The production of peptide toxins by entomopathogenic fungi during the infection process plays critical roles in pathogenesis. To gain insight into the mechanism of action of these mycotoxins on insect internal organs, we have evaluated the effects of destruxin A
Qiong-Bo Hu et al.
Toxicon : official journal of the International Society on Toxinology, 48(5), 491-498 (2006-09-08)
The production levels of destruxin A and B (DA and DB) of 80 Metarhizium strains from China were investigated. The average yields of DA and DB were 14.87+/-2.30 and 3.65+/-0.58 microg/mL, respectively. The strains isolated from soil had significantly (p<0.05)
Esau Ruiz-Sanchez et al.
Toxicon : official journal of the International Society on Toxinology, 56(6), 1043-1051 (2010-07-31)
Destruxins, a family of cyclic peptides, are produced by various species of entomopathogenic fungi. These peptides have been shown to influence calcium-dependent processes in insect cell lines and tissues, such as skeletal muscles. To better understand the mechanism of action
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