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Merck

A2536

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
UNSPSC Code:
12352205
NACRES:
NA.75
PubChem Substance ID:
24890666
EC Number:
216-083-3
Beilstein/REAXYS Number:
1720935
MDL number:
MFCD00064415

Key Documents

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InChI key

QWCKQJZIFLGMSD-VKHMYHEASA-N

InChI

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

SMILES string

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

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

Quality Level

200

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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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6134
BCCF3193
BCCF1426
BCBS0443V
BCBT9416

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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)
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
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
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
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