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Key Documents

162663

Sigma-Aldrich

DL-2-Aminobutyric acid

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

AABA, Homoalanine, alpha-amino-n-butyric acid

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About This Item

Linear Formula:
C2H5CH(NH2)CO2H
CAS Number:
Molecular Weight:
103.12
Beilstein:
635889
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

product name

DL-2-Aminobutyric acid, ReagentPlus®, 99%

product line

ReagentPlus®

Assay

99%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

291 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CCC(N)C(O)=O

InChI

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

InChI key

QWCKQJZIFLGMSD-UHFFFAOYSA-N

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General description

DL-2-Aminobutyric acid also known as α-aminobutyric acid, is commonly used in solution-phase peptide synthesis.

Application

DL-2-Aminobutyric acid can be used to synthesize 2-(2,5-dioxopyrrolidin-1-yl) butanoic acid.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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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Design, synthesis, and anticonvulsant activity of new hybrid compounds derived from 2-(2, 5-dioxopyrrolidin-1-yl) propanamides and 2-(2, 5-dioxopyrrolidin-1-yl) butanamides
Journal of Medicinal Chemistry, 58, 5274-5286 (2015)
Ryan J Martinie et al.
Journal of the American Chemical Society, 137(21), 6912-6919 (2015-05-13)
The iron(II)- and 2-(oxo)glutarate-dependent (Fe/2OG) oxygenases catalyze an array of challenging transformations, but how individual members of the enzyme family direct different outcomes is poorly understood. The Fe/2OG halogenase, SyrB2, chlorinates C4 of its native substrate, l-threonine appended to the
Izumi Kawabata et al.
Nature communications, 3, 722-722 (2012-03-08)
Synaptic remodelling coordinated with dendritic growth is essential for proper development of neural connections. After establishment of synaptic contacts, synaptic junctions are thought to become stationary and provide fixed anchoring points for further dendritic growth. However, the possibility of active
Danica P Galonić et al.
Nature chemical biology, 3(2), 113-116 (2007-01-16)
Enzymatic incorporation of a halogen atom is a common feature in the biosyntheses of more than 4,500 natural products. Halogenation of unactivated carbon centers in the biosyntheses of several compounds of nonribosomal peptide origin is carried out by a class
Young-Man Seo et al.
Organic & biomolecular chemistry, 10(12), 2482-2485 (2012-02-22)
A deracemization method was developed to generate optically pure L-homoalanine from racemic homoalanine using D-amino acid oxidase and ω-transaminase. A whole cell reaction using a biphasic system converted 500 mM racemic homoalanine to 485 mM L-homoalanine (>99% ee).

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