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F6513

Sigma-Aldrich

Fusaric acid

from Gibberella fujikuroi

Synonym(s):

5-Butylpicolinic acid, 5-Butylpyridine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2
CAS Number:
536-69-6
Molecular Weight:
179.22
Beilstein:
125804
EC Number:
208-643-0
MDL number:
MFCD00006298
UNSPSC Code:
12352106
PubChem Substance ID:
24278183
NACRES:
NA.77

biological source

Gibberella fujikuroi

Quality Level

200

Assay

≥98% (TLC)

form

powder

mp

95-97  °C

solubility

ethanol: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

antibiotic activity spectrum

Gram-positive bacteria

Mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

CCCCc1ccc(nc1)C(O)=O

InChI

1S/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13)

InChI key

DGMPVYSXXIOGJY-UHFFFAOYSA-N

Gene Information

human ... DBH(1621)

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General description

Chemical structure: pyridine

Biochem/physiol Actions

Dopamine β-hydroxylase inhibitor.

Features and Benefits

This compound is featured on the Dopamine, Norepinephrine and Epinephrine Synthesis page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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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A Moretti et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 27(5), 718-728 (2010-03-31)
In a survey carried out on 87 rotted fig fruits samples collected in the Apulia region of Italy, the authors isolated 126 Fusarium strains identified as F. ramigenum (69 strains), F. solani (49), F. proliferatum (five) and three not identified.
Dasen Xie et al.
Plant cell reports, 30(8), 1555-1569 (2011-04-21)
Hydroxyproline-rich glycoproteins (HRGPs) play a defensive role in host-pathogen interactions. However, specific roles of individual HRGPs in plant defense against pathogen are poorly understood. Changes in extracellular distribution and abundance of individual cell wall HRGPs were investigated on root sections
Robert D Stipanovic et al.
Journal of agricultural and food chemistry, 59(10), 5351-5356 (2011-04-19)
Fusarium oxysporum is a fungal pathogen that attacks many important plants. Uniquely pathogenic strains of F. oxysporum f. sp. vasinfectum were inadvertently imported into the United States on live cottonseed for dairy cattle feed. These strains produce exceptionally high concentrations
Rouh-Mei Hu et al.
PloS one, 7(12), e51053-e51053 (2012-12-14)
Fusaric acid (5-butylpicolinic acid), a mycotoxin, is noxious to some microorganisms. Stenotrophomonas maltophilia displays an intrinsic resistance to fusaric acid. This study aims to elucidate the mechanism responsible for the intrinsic fusaric acid resistance in S. maltophilia. A putative fusaric
Brahim Bouizgarne et al.
Molecular plant-microbe interactions : MPMI, 19(5), 550-556 (2006-05-06)
Fusarium spp. are ubiquitous fungi found in soil worldwide as both pathogenic and nonpathogenic strains. The signals leading to disease or the absence of disease are poorly understood. We recently showed that fusaric acid (FA), a nonspecific toxin produced by
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