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A44207

Sigma-Aldrich

3-Aminobutanoic acid

97%, for peptide synthesis

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Synonym(s):
(±)-3-Aminobutyric acid, DL-3-Aminobutyric acid
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

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

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)

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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
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)
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
Victor Flors et al.
The Plant journal : for cell and molecular biology, 54(1), 81-92 (2007-12-20)
We have examined the role of the callose synthase PMR4 in basal resistance and beta-aminobutyric acid-induced resistance (BABA-IR) of Arabidopsis thaliana against the hemi-biotrophic pathogen Pseudomonas syringae and the necrotrophic pathogen Alternaria brassicicola. Compared to wild-type plants, the pmr4-1 mutant
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