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Merck
CN

06665

(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
NACRES:
NA.77
PubChem Substance ID:
329748256
UNSPSC Code:
12352106
MDL number:
MFCD00043020
Beilstein/REAXYS Number:
6715149

Key Documents

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Product Name

(S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride, ≥93% (AT)

SMILES string

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

assay

≥93% (AT)

form

powder

optical activity

[α]/D +83±5°, c = 1% in H2O

storage temp.

−20°C

Quality Level

200

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Related Categories

Application

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

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.

Other Notes

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBX5208
BCBW7631
BCBT8571
BCBT5862
BCBT1252

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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
Qiu-Ying Tian et al.
The New phytologist, 184(4), 918-931 (2009-09-08)
*Here, we investigated the role of ethylene in high nitrate-induced change in root development in Arabidopsis thaliana using wild types and mutants defective in ethylene signaling (etr1, ein2) and nitrate transporters (chl1, nrt2.1). *The length and number of visible lateral
Pratik H Lodha et al.
Protein science : a publication of the Protein Society, 19(3), 383-391 (2009-12-17)
Cystathionine beta-lyase (CBL) catalyzes the hydrolysis of L-cystathionine (L-Cth) to produce L-homocysteine, pyruvate, and ammonia. A series of active-site mutants of Escherichia coli CBL (eCBL) was constructed to investigate the roles of residues R58, R59, D116, W340, and R372 in
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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