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D4921

Sigma-Aldrich

Destruxin A from Metarrhizium anisopliae

≥98% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C29H47N5O7
Numéro CAS:
6686-70-0
Poids moléculaire :
577.71
Numéro MDL:
MFCD01736100
Code UNSPSC :
12352200
ID de substance PubChem :
329798802
Nomenclature NACRES :
NA.32

Source biologique

Metarrhizium anisopliae

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Qualité

Balance is other destruxins

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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
V L Hunt et al.
Journal of insect physiology, 57(10), 1341-1346 (2011-07-07)
During an infection locusts behaviourally fever by seeking out higher environmental temperatures. This behaviour places the pathogen at sub-optimal growth temperatures while improving the efficiency of the immune system, thereby prolonging the lifespan of the host. It is therefore in
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
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)
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
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