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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:
2835-81-6
Molecular Weight:
103.12
Beilstein:
635889
EC Number:
220-616-5
MDL number:
MFCD00008093
UNSPSC Code:
12352116
PubChem Substance ID:
24849999
NACRES:
NA.22

product name

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

Quality Level

200

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
Cornelia Reimmann et al.
Journal of bacteriology, 186(19), 6367-6373 (2004-09-18)
In Pseudomonas aeruginosa, the antibiotic dihydroaeruginoate (Dha) and the siderophore pyochelin are produced from salicylate and cysteine by a thiotemplate mechanism involving the peptide synthetases PchE and PchF. A thioesterase encoded by the pchC gene was found to be necessary
Francesco Gasparrini et al.
Journal of the American Chemical Society, 130(2), 522-534 (2007-12-22)
The structure, stability, and reactivity of proton-bound diastereomeric [M x H x A]+ complexes between some amino acid derivatives (A) and several chiral tetra-amide macrocycles (M) have been investigated in the gas phase by ESI-FT-ICR and ESI-ITMS-CID mass spectrometry. The
Gang Wei et al.
The Journal of biological chemistry, 284(42), 29180-29192 (2009-07-31)
Despite the small size and conserved tertiary structure of defensins, little is known at a molecular level about the basis of their functional versatility. For insight into the mechanism(s) of defensin function, we prepared enantiomeric pairs of four human defensins
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