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A6685

Sigma-Aldrich

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

BioReagent, suitable for plant cell culture, powder

Synonym(s):

(S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride, 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:
10171502
PubChem Substance ID:
24891130
NACRES:
NA.72

product line

BioReagent

form

powder

technique(s)

cell culture | plant: suitable

solubility

H2O: 2 mg/mL

application(s)

agriculture

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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Related Categories

Application

(S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride or AVG has been used as a supplement in medium to grow seeds for germination test.
Inhibition of ethylene biosynthesis delays ripening of fruits in plants treated with AVG.

Biochem/physiol Actions

(S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride, is an ethylene synthesis inhibitor. It is used to study the roles of ethylene in plant processes such as gravitropism and fasciation/cresting.

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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Antimetabolites produced by microorganisms. X. L-2-amino-4-(2-aminoethoxy)-trans-3-butenoic acid.
D L Pruess et al.
The Journal of antibiotics, 27(4), 229-233 (1974-04-01)
R M Wheeler et al.
Plant physiology, 82, 534-542 (1986-01-01)
Ethylene at 1.0 and 10.0 cubic centimeters per cubic meter decreased the rate of gravitropic bending in stems of cocklebur (Xanthium strumarium L.) and tomato (Lycopersicon esculentum Mill), but 0.1 cubic centimeter per cubic meter ethylene had little effect. Treating
Arabidopsis seed germination speed is controlled by SNL histone deacetylase-binding factor-mediated regulation of AUX1
Wang Z, et al.
Nature Communications, 7(1-2), 13412-13412 (2016)
Antagonism between abscisic acid and ethylene in Arabidopsis acts in parallel with the reciprocal regulation of their metabolism and signaling pathways
Cheng W, et al.
Plant Molecular Biology, 71(1-2), 61-80 (2009)
H C Chaturvedi et al.
Indian journal of experimental biology, 41(11), 1311-1316 (2004-08-31)
Nucellar tissue contained in ovular halves of young fruits of Mangifera indica L. totapari red small, a dwarfing rootstock, differentiated fasciated embryonal structures in presence of 6-benzylaminopurine [BAP(0.15 mg l(-1))], 6-(gamma-gamma-dimethylallylamino) purine [2iP(0.15 mg l(-1))] and indole-3-acetic acid [(IAA(0.5 mg
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