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A44207

Sigma-Aldrich

3-Aminobutanoic acid

97%, for peptide synthesis

Synonym(s):

(±)-3-Aminobutyric acid, DL-3-Aminobutyric acid

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About This Item

Linear Formula:
CH3CH(NH2)CH2COOH
CAS Number:
541-48-0
Molecular Weight:
103.12
Beilstein:
1720563
EC Number:
208-783-2
MDL number:
MFCD00008087
UNSPSC Code:
12352106
PubChem Substance ID:
24890862
NACRES:
NA.22

product name

3-Aminobutanoic acid, 97%

Quality Level

100

Assay

97%

form

powder and chunks

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

189 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(N)CC(O)=O

InChI

1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)

InChI key

OQEBBZSWEGYTPG-UHFFFAOYSA-N

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Application

3-Aminobutanoic acid can be used as a reactant to synthesize:
  • N


  • -aryl amino butanoic acids by Ullmann type aryl amination reaction with aryl halides.
  • 3-amino butanoic acid methyl ester, which is used as a chemical intermediate to prepare substituted piperidinone via an ester-imine derivative of aminobutanoic acid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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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Roland E Schwarzenbacher et al.
Molecular plant, 13(10), 1455-1469 (2020-07-28)
External and internal signals can prime the plant immune system for a faster and/or stronger response to pathogen attack. β-aminobutyric acid (BABA) is an endogenous stress metabolite that induces broad-spectrum disease resistance in plants. BABA perception in Arabidopsis is mediated
β-Amino acids to piperidinones by Petasis methylenation and acid-induced cyclization
Adriaenssens LV and Hartley RC
The Journal of Organic Chemistry, 72(26), 10287-10290 (2007)
CuI-catalyzed coupling reaction of β-amino acids or esters with aryl halides at temperature lower than that employed in the normal Ullmann reaction. Facile synthesis of SB-214857
Ma Dawei and Xia Chengfeng
Organic Letters, 3(16), 2583-2586 (2001)
Mollah Md Hamiduzzaman et al.
Molecular plant-microbe interactions : MPMI, 18(8), 819-829 (2005-09-02)
beta-Aminobutyric acid (BABA) was used to induce resistance in grapevine (Vitis vinifera) against downy mildew (Plasmopara viticola). This led to a strong reduction of mycelial growth and sporulation in the susceptible cv. Chasselas. Comparing different inducers, the best protection was
S Hodge et al.
Bulletin of entomological research, 95(5), 449-455 (2005-10-04)
DL-beta-aminobutyric acid (BABA) is a non-protein amino acid that is an effective inducer of resistance against a variety of plant pathogens. However, examples of BABA-induced resistance against insect herbivores have not been reported. We applied BABA as a soil drench
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