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06665

Sigma-Aldrich

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

≥93% (AT)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H12N2O3 · HCl
CAS Number:
55720-26-8
Molecular Weight:
196.63
Beilstein:
6715149
MDL number:
MFCD00043020
UNSPSC Code:
12352106
PubChem Substance ID:
329748256
NACRES:
NA.77

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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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
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
Chenshuo Chang et al.
Journal of plant physiology, 167(14), 1152-1156 (2010-07-08)
Ethylene is an important plant gas hormone, and the amino acid Glu is emerging as a messenger molecule in plants. To evaluate the role of ethylene and Glu in seed germination and radicle growth under salt stress, effects of 1-aminocyclopropane-1-carboxylic
Yoram Kapulnik et al.
Journal of experimental botany, 62(8), 2915-2924 (2011-02-11)
Strigolactones (SLs) or derivatives thereof have been identified as phytohormones, and shown to act as long-distance shoot-branching inhibitors. In Arabidopsis roots, SLs have been suggested to have a positive effect on root-hair (RH) elongation, mediated via the MAX2 F-box. Two
Lucia C Strader et al.
The Plant cell, 21(11), 3585-3590 (2009-11-12)
Silver nitrate and aminoethoxyvinylglycine (AVG) are often used to inhibit perception and biosynthesis, respectively, of the phytohormone ethylene. In the course of exploring the genetic basis of the extensive interactions between ethylene and auxin, we compared the effects of silver
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