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A2536

Sigma-Aldrich

L-2-Aminobutyric acid

BioReagent, suitable for cell culture

Synonym(s):

L-α-Aminobutyric acid

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About This Item

Empirical Formula (Hill Notation):
C4H9NO2
CAS Number:
1492-24-6
Molecular Weight:
103.12
Beilstein:
1720935
EC Number:
216-083-3
MDL number:
MFCD00064415
UNSPSC Code:
12352205
PubChem Substance ID:
24890666
NACRES:
NA.75

biological source

Porcine kidney
microbial
plant

product line

BioReagent

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

water: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

CC[C@H](N)C(O)=O

InChI

1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

InChI key

QWCKQJZIFLGMSD-VKHMYHEASA-N

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General description

L-2-Aminobutyric acid is synthesized from L-threonine and L-aspartic acid through a ⍺-transamination reaction. It is an L-alanine analogue with an ethyl side chain.

Biochem/physiol Actions

L-α-Aminobutyric acid (AABA) is an isomer of the non-natural amino acid aminobutyric acid with activity in the γ-glutamyl cycle that regulates glutathione biosynthesis. Recently AABA has been studied as a supplement to in vitro maturation medium (NCSU 23 medium) for culture of oozytes and embryos. This product has been qualified for use in cell culture. AABA is also used as a substitute amino acid for alanine in studies on peptide function.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

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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A one-pot system for production of L-2-aminobutyric acid from L-threonine by L-threonine deaminase and a NADH-regeneration system based on L-leucine dehydrogenase and formate dehydrogenase
Tao R, et al.
Biotechnology Letters, 36(4), 835-841 (2014)
l-2-Aminobutyric acid: two fully ordered polymorphs with Z?= 4
Gorbitz CH
Acta Crystallographica Section B, Structural Science, 66(2), 253-259 (2010)
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
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
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