All Photos(4)
Synonym(s):
(R)-2-Aminopropionic acid
Linear Formula:
CH3CH(NH2)CO2H
CAS Number:
Molecular Weight:
89.09
Beilstein:
1720249
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
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Quality Level
Assay
≥98% (HPLC)
form
powder
color
white
mp
291 °C (dec.) (lit.)
solubility
H2O: soluble
application(s)
detection
peptide synthesis
SMILES string
C[C@@H](N)C(O)=O
InChI
1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1
InChI key
QNAYBMKLOCPYGJ-UWTATZPHSA-N
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General description
Alanine is a non essential amino acid.
Application
D-Alanine has been used:
- as an amine donor for ω-transaminase mediated (R)-amination
- as a substrate for the treatment of D-amino acid oxidase (DAAO )-transfected cells
- to measure the heat capacity of L-alanine single crystal
Biochem/physiol Actions
D-Alanine is the non-proteinogenic form of alanine which is used in bacterial cell wall biosynthesis. D-Alanine is used to study the specificity and kinetics of alanine racemase(s) (alaR).
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Amit Priyadarshi et al.
Biochimica et biophysica acta, 1794(7), 1030-1040 (2009-03-31)
Alanine racemase (AlaR) is a bacterial enzyme that belongs to the fold-type III group of pyridoxal 5'-phosphate (PLP)-dependent enzymes. AlaR catalyzes the interconversion between L- and D-alanine, which is important for peptidoglycan biosynthesis. This enzyme is common in prokaryotes, but
D-Amino Acids: Physiology, Metabolism, and Application (2016)
A system for omega-transaminase mediated (R)-amination using L-alanine as an amine donor
Richter N, et al.
Green Chemistry, 17(5), 2952-2958 (2015)
Srinivas Suda et al.
Journal of bacteriology, 194(3), 708-714 (2011-11-30)
Ltnα and Ltnβ are individual components of the two-peptide lantibiotic lacticin 3147 and are unusual in that, although ribosomally synthesized, they contain d-amino acids. These result from the dehydration of l-serine to dehydroalanine by LtnM and subsequent stereospecific hydrogenation to
Hookang Im et al.
BMC microbiology, 11, 116-116 (2011-05-27)
Streptococcus pneumoniae is a globally important pathogen. The Gram-positive diplococcus is a leading cause of pneumonia, otitis media, bacteremia, and meningitis, and antibiotic resistant strains have become increasingly common over recent years. Alanine racemase is a ubiquitous enzyme among bacteria
Chromatograms
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