A7377
D-Alanine
≥98% (HPLC)
Synonym(s):
(R)-2-Aminopropionic acid
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About This Item
Linear Formula:
CH3CH(NH2)CO2H
CAS Number:
Molecular Weight:
89.09
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
206-418-1
MDL number:
Beilstein/REAXYS Number:
1720249
Product Name
D-Alanine, ≥98% (HPLC)
InChI key
QNAYBMKLOCPYGJ-UWTATZPHSA-N
InChI
1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1
SMILES string
C[C@@H](N)C(O)=O
assay
≥98% (HPLC)
form
powder
color
white
mp
291 °C (dec.) (lit.)
solubility
H2O: soluble
application(s)
detection
peptide synthesis
Quality Level
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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).
General description
Alanine is a non essential amino acid.
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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)
D-Amino Acids: Physiology, Metabolism, and Application (2016)
Irène Amblard et al.
Communications biology, 3(1), 536-536 (2020-10-01)
Although a physiological role for redox signaling is now clearly established, the processes sensitive to redox signaling remains to be identified. Ratiometric probes selective for H2O2 have revealed its complex spatiotemporal dynamics during neural development and adult regeneration and perturbations
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