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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/REAXYS Number:
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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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
STBH9359
STBC6940V
S91050V
S91050
S53067

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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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