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United States

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製品番号: HY-W751266

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DIMBOA-Glc

DIMBOA-Glc is a benzoxazinoid glucoside insecticide that exists in two epimeric forms. DIMBOA-Glc helps enhance the resistance of maize to lepidopteran larvae. When plant cells rupture, plant-derived (2R)-DIMBOA-Glc interacts with glucosidases and undergoes hydrolysis to produce toxic DIMBOA for defense against infestation. The accumulation process of DIMBOA-Glc is negatively regulated by ZmMPK6 and the ethylene signaling pathway. DIMBOA-Glc does not react with plant glucosidases and can act as a detoxification metabolite to help insects counter plant defenses.

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CAS 番号: 113565-32-5
分子式: C₁₅H₁₉NO₁₀
分子量:373.31

保管条件:

Please store the product under the recommended conditions in the Certificate of Analysis.

DIMBOA-Glc 構造式

CAS 番号: 113565-32-5

価格（税別）

Amount: USD 0.00

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

生物活性

製品説明

体外実験

Supplementary ethylene suppresses the elevated levels of DIMBOA-Glc in ZmMPK6-silenced maize lines L1 and L2 treated with simulated herbivorous insect feeding, restoring them to the levels observed in the wild-type maize inbred line A188^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

体内実験

DIMBOA-Glc (natural feeding; 4 days) undergoes stereoselective conversion of (2R)-DIMBOA-Glc to (2S)-DIMBOA-Glc in Spodoptera frugiperda during digestion, with (2S)-DIMBOA-Glc being the only epimer excreted in frass^[2].
DIMBOA-Glc (natural feeding; 8 h) is inert towards plant glucosidases as (2S)-DIMBOA-Glc, preventing hydrolysis back to the toxic DIMBOA aglucone in Spodoptera littoralis gut contents^[2].
DIMBOA-Glc (natural feeding; 48 h) is produced and excreted in frass as part of a detoxification strategy in Spodoptera frugiperda, Spodoptera littoralis, and Spodoptera exigua^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

化学情報

CAS 番号 113565-32-5
分子量 373.31
分子式 C₁₅H₁₉NO₁₀
SMILES

ON1C2=CC=C(OC)C=C2O[C@@H](C1=O)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO
Structure Classification
- Saccharides
Initial Source
輸送条件

Room temperature in continental US; may vary elsewhere.
保管条件

Please store the product under the recommended conditions in the Certificate of Analysis.

純度とドキュメンテーション

取扱説明書 (2659 KB)

参考文献

[1]. Zhang C, et al. ZmMPK6 and ethylene signalling negatively regulate the accumulation of anti-insect metabolites DIMBOA and DIMBOA-Glc in maize inbred line A188. New Phytol. 2021;229(4):2273-2287. [Content Brief]

[2]. Wouters FC, et al. Reglucosylation of the benzoxazinoid DIMBOA with inversion of stereochemical configuration is a detoxification strategy in lepidopteran herbivores. Angew Chem Int Ed Engl. 2014;53(42):11320-11324. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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