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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:
Molecular Weight:
103.12
UNSPSC Code:
12352205
NACRES:
NA.75
PubChem Substance ID:
EC Number:
216-083-3
Beilstein/REAXYS Number:
1720935
MDL number:
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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

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.


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pictograms

Exclamation mark

signalword

Warning

hcodes

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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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