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Key Documents

A7377

Sigma-Aldrich

D-Alanine

≥98% (HPLC)

Synonym(s):

(R)-2-Aminopropionic acid

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CN¥12,361.19

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5 PKG
CN¥12,361.19

About This Item

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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Product Name

D-Alanine, ≥98% (HPLC)

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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1 of 4

This Item
H5147SAB4200797H1775
species reactivity

plant, bovine, rabbit, chicken, human, fish, insect, monkey, dog, rat, sea urchin, mouse

species reactivity

bovine, chicken, guinea pig, plant, Drosophila, rat, human, nematode, rabbit, hamster

species reactivity

chicken, rat, canine, human, monkey, mouse, bovine

species reactivity

wheat germ, chicken, Sf9 cell line, rabbit, rat, human, mouse, Achlya

antibody form

purified from hybridoma cell culture

antibody form

ascites fluid

antibody form

IgG fraction of antiserum

antibody form

ascites fluid

clone

BRM-22, monoclonal

clone

BRM-22, monoclonal

clone

polyclonal

clone

AC-16, monoclonal

mol wt

antigen ~70 kDa

mol wt

antigen 70 kDa

mol wt

~70 kDa

mol wt

antigen 88 kDa

isotype

IgG1

isotype

IgG1

isotype

-

isotype

IgG2b

General description

Alanine is a non essential amino acid.[1]

Application

D-Alanine has been used:
  • as an amine donor for ω-transaminase mediated (R)-amination[2]
  • as a substrate for the treatment of D-amino acid oxidase (DAAO )-transfected cells[3]
  • to measure the heat capacity of L-alanine single crystal[4]

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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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D-Amino Acids: Physiology, Metabolism, and Application (2016)
Heat Capacity and DC-Magnetic Susceptibility Evidence for the Asymmetry of Electron Spin-Flip Phase Transition of N+ H? O-Bond in Chiral Alanine Crystal
WANG WQ, et al.
Acta Physico-Chimica Sinica, 28(4), 773-780 (2012)
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
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

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