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Merck

06665

Sigma-Aldrich

(S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride

≥93% (AT)

Sinónimos:

L-α-(2-Aminoethoxyvinyl)glycine hydrochloride, AVG-HCl

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About This Item

Fórmula empírica (notación de Hill):
C6H12N2O3 · HCl
Número de CAS:
Peso molecular:
196.63
Beilstein/REAXYS Number:
6715149
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥93% (AT)

form

powder

optical activity

[α]/D +83±5°, c = 1% in H2O

storage temp.

−20°C

SMILES string

Cl[H].NCCO\C=C\[C@H](N)C(O)=O

InChI

1S/C6H12N2O3.ClH/c7-2-4-11-3-1-5(8)6(9)10;/h1,3,5H,2,4,7-8H2,(H,9,10);1H/b3-1+;/t5-;/m0./s1

Inchi Key

ZDCPLYVEFATMJF-BTIOQYSDSA-N

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Application

Inhibition of ethylene biosynthesis delays ripening of fruits in plants treated with AVG.

Other Notes

AVG is a potent inhibitor of ethylene synthesis in plants acting at the level of 1-aminocyclopropanecarboxylic acid synthase

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Y B Yu et al.
Plant physiology, 64(6), 1074-1077 (1979-12-01)
Auxin is known to stimulate greatly both C(2)H(4) production and the conversion of methionine to ethylene in vegetative tissues, while amino-ethoxyvinylglycine (AVG) or Co(2+) ion effectively block these processes. To identify the step in the ethylene biosynthetic pathway at which
Ruifeng Han et al.
PloS one, 13(9), e0204488-e0204488 (2018-09-22)
Nitrogen (N) supply, including NO3--N and organic N in the form of amino acids can influence the morphological attributes of plants. For example, amino acids contribute to plant nutrition; however, the effects of exogenous amino acids on NO3--N uptake and
Swarup Roy Choudhury et al.
Journal of biosciences, 35(2), 281-294 (2010-08-07)
In banana, ethylene production for ripening is accompanied by a dramatic increase in 1-aminocyclopropane-1-carboxylate (ACC) content, transcript level of Musa acuminata ACC synthase 1 (MA-ACS1) and the enzymatic activity of ACC synthase 1 at the onset of the climacteric period.
Liangsheng Wang et al.
Plant & cell physiology, 53(6), 1093-1105 (2012-05-25)
When plants are subjected to a deficiency in inorganic phosphate (Pi), they exhibit an array of responses to cope with this nutritional stress. In this work, we have characterized two Arabidopsis mutants, hps3-1 and hps3-2 (hypersensitive to Pi starvation 3)
Miklós Pogány et al.
Plant physiology, 151(3), 1459-1475 (2009-09-04)
Arabidopsis (Arabidopsis thaliana) NADPH oxidases have been reported to suppress the spread of pathogen- and salicylic acid-induced cell death. Here, we present dual roles of RBOHD (for respiratory burst oxidase homolog D) in an Arabidopsis-Alternaria pathosystem, suggesting either initiation or

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