[1S-(1α,4α,5β,6α)]-1,5,6-트리데옥시-4-o-β-D-글루코피라노실-5-(하이드록시메틸)-1-[[4,5,6-트리하이드록시-3-(하이드록시메틸)-2-사이클로헥센-1-일]아미노]-D-키로이노시톨; 발리다마이신 A

그림문자(GHS)

• 그림문자(GHS)

  

• 신호 어

  Warning

• 유해·위험 문구

  H227：가연성 액체

• 예방조치문구

  P403+P235：환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.

[1S-(1α,4α,5β,6α)]-1,5,6-트리데옥시-4-o-β-D-글루코피라노실-5-(하이드록시메틸)-1-[[4,5,6-트리하이드록시-3-(하이드록시메틸)-2-사이클로헥센-1-일]아미노]-D-키로이노시톨; 발리다마이신 A 화학적 특성, 용도, 생산

• 개요

  Validamycin A is produced by the fermentation of Streptomyces hygroscopicus var. limoneus nov. var (30). Structure revised (31). Colorless, odorless, hygroscopic powder. V.p. Negligible at room temperature. Solubility: Readily soluble in water, soluble in methanol, dimethylformamide and dimethyl sulfoxide. Slightly soluble in ethanol and acetone. Sparingly soluble in diethyl ether and ethyl acetate. pKa 6.0 Stability [α]²⁴D + 110? (water).

• 용도

  Validamycin A is the major analogue of a family of cyclitol disaccharides isolated from Streptomyces hygroscopicus var. limoneus by researchers at Takeda in 1970. Although commonly regarded as an aminoglycoside, validamycin shares little in common with conventional aminoglycosides such as streptomycin and gentamicin. Validamycin A is a potent antifungal agent and is used to control fungi in crop production. Validamycin A acts as a potent inhibitor of trehalase, an important enzyme in carbohydrate storage and ultilisation in fungi.

• 정의

  ChEBI: A member of the class of validamycins that is (1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol in which the hydroxy group at position 1 has been converted to its beta-D-glucoside and in which one of the hydrogens attached to the nitrogen is replaced by a (1R,4R,5R,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cycloh x-2-en-1-yl group. It is the major validamycin produced by Streptomyces hygroscopicus.

• 주요 응용

  Validamycin was found in the culture broth of Streptomyces hygroscopicus var. limoneus by Takeda Chemicals Industries in 1971 in the course of screening for substances active against sheath blight in the rice plant. It consists of five components. The major component, validamycin A, was found to be the major contributor to the activity. Validamycin is active against a variety of phytopathogenic fungi, especiallyPellicularia sasakii, and it has been used to protect rice plants against sheath blight.

• Pharmacology

  Validamycin A specifically inhibits trehalase in R. solani AG-1 in a competitive manner between validoxylamine A (the possible active form of validamycin A) and the substrate, trehalose (33). Because trehalose is a storage carbohydrate in some fungi, trehalase is suggested to play an essential role for the digestion of trehalose to D-glucose and for its transportation to the hyphal tips (34).

• 신진 대사 경로

  Validamycin A is an effective fungistatic (as opposed to fungicidal) antibiotic which has a very low toxicity to mammals and fish. This is presumably a consequence of its selective mode of action, the inhibition of trehalase. It is readily degraded under environmental conditions.

[1S-(1α,4α,5β,6α)]-1,5,6-트리데옥시-4-o-β-D-글루코피라노실-5-(하이드록시메틸)-1-[[4,5,6-트리하이드록시-3-(하이드록시메틸)-2-사이클로헥센-1-일]아미노]-D-키로이노시톨; 발리다마이신 A 준비 용품 및 원자재

[1S-(1α,4α,5β,6α)]-1,5,6-트리데옥시-4-o-β-D-글루코피라노실-5-(하이드록시메틸)-1-[[4,5,6-트리하이드록시-3-(하이드록시메틸)-2-사이클로헥센-1-일]아미노]-D-키로이노시톨; 발리다마이신 A 공급 업체

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[1S-(1α,4α,5β,6α)]-1,5,6-트리데옥시-4-o-β-D-글루코피라노실-5-(하이드록시메틸)-1-[[4,5,6-트리하이드록시-3-(하이드록시메틸)-2-사이클로헥센-1-일]아미노]-D-키로이노시톨; 발리다마이신 A 관련 검색