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A44207

Sigma-Aldrich

3-Aminobutanoic acid

97%

Synonym(s):
(±)-3-Aminobutyric acid, DL-3-Aminobutyric acid
Linear Formula:
CH3CH(NH2)CH2COOH
CAS Number:
Molecular Weight:
103.12
Beilstein:
1720563
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder and chunks

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

color

white

mp

189 °C (dec.) (lit.)

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.

Packaging

5 g in glass bottle
25 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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)
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...
William Kay et al.
The FEBS journal, 273(13), 3002-3013 (2006-06-09)
Lipopolysaccharide (LPS) and beta-glucan from Francisella victoria, a fish pathogen and close relative of highly virulent mammal pathogen Francisella tularensis, have been analyzed using chemical and spectroscopy methods. The polysaccharide part of the LPS was found to contain a nonrepetitive...
Lennart Eschen-Lippold et al.
Molecular plant-microbe interactions : MPMI, 23(5), 585-592 (2010-04-07)
Inducing systemic resistance responses in crop plants is a promising alternative way of disease management. To understand the underlying signaling events leading to induced resistance, functional analyses of plants defective in defined signaling pathway steps are required. We used potato...

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