| Identification | More | [Name]
D-Alanine | [CAS]
338-69-2 | [Synonyms]
ALANINE, D-
D-2-AMINOPROPANOIC ACID
D-2-AMINOPROPIONIC ACID
D-ALA
D-ALANINE
D-ALPHA-ALANINE
H-D-ALA-OH
(R)-(-)-2-AMINOPROPIONIC ACID
(R)-2-AMINOPROPIONIC ACID
(R)-AMINOPROPIONIC ACID
(R)-Alanine
Ba 2776
D-alaine
D-ALANINE, 99+% (99% EE/GLC)
D-Alanine,>99%
D-AlanineForBiochemistry
D-2-AMINOPROPIONIC ACID (D-ALANINE)
(2R)-2-aminopropanoic acid
D-Alanine D-Alanine
D-Alanin | [EINECS(EC#)]
206-418-1 | [Molecular Formula]
C3H7NO2 | [MDL Number]
MFCD00008077 | [Molecular Weight]
89.09 | [MOL File]
338-69-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Powder | [Melting point ]
291 °C (dec.)(lit.)
| [alpha ]
-14.5 º (c=10, 6N HCl) | [Boiling point ]
212.9±23.0 °C(Predicted) | [density ]
1.4310 (estimate) | [refractive index ]
-14 ° (C=2, 6mol/L HCl) | [storage temp. ]
Store at RT. | [solubility ]
H2O: soluble | [form ]
Crystalline Powder or Crystals | [pka]
2.31±0.10(Predicted) | [color ]
White to off-white | [Odor]
odorless | [Optical Rotation]
Consistent with structure | [Water Solubility ]
155 g/L (20 ºC) | [Merck ]
14,204 | [BRN ]
1720249 | [Major Application]
detection
peptide synthesis | [InChI]
1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 | [InChIKey]
QNAYBMKLOCPYGJ-UWTATZPHSA-N | [SMILES]
C[C@@H](N)C(O)=O | [LogP]
-0.574 (est) | [CAS DataBase Reference]
338-69-2(CAS DataBase Reference) | [NIST Chemistry Reference]
D-Alanine(338-69-2) | [EPA Substance Registry System]
338-69-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P271-P280 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29224900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Powder | [Uses]
D-Alanine is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls. | [Application]
D-Alanine is a LHRH-antagonists, e.g., Abarelix (antineoplas-
tic)
| [Definition]
ChEBI: The D-enantiomer of alanine. | [Preparation]
D-Alanine can be obtained by hydrolysis and refining of proteins such as gelatin, sericin and corn protein, or it can be synthesized by chemical methods. | [General Description]
Alanine is a non essential amino acid. | [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). | [Purification Methods]
Crystallise alanine from H2O or aqueous EtOH, i.e. crystallise it from 25% EtOH in water, or recrystallise it from 62.5% EtOH, wash it with EtOH and dry it to constant weight in vacuo over P2O5. [Gutter & Kegeles J Am Chem Soc 75 3893 1953, Walsh J Biol Chem 264 2394 1989.] 2,2'-Iminodipropionic acid is a likely impurity. [Beilstein 4 IV 2480. 2481.] | [References]
[1] ISAO UMEMURA. d-Alanine production from dl-alanine by Candida maltosa with asymmetric degrading activity[J]. Applied Microbiology and Biotechnology, 1992, 36 6: 722-726. DOI:10.1007/BF00172182.
[2] TIAN (AUTUMN) QIU. Biodistribution and racemization of gut-absorbed l/d-alanine in germ-free mice[J]. Communications Biology, 2023: 1-11. DOI:10.1038/s42003-023-05209-y.
[3] AMIT PRIYADARSHI . Structural insights into the alanine racemase from Enterococcus faecalis[J]. Biochimica et biophysica acta. Proteins and proteomics, 2009, 1794 7: Pages 1030-1040. DOI:10.1016/j.bbapap.2009.03.006.
[4] CINDY J. LEE Jonathan V S Tian A Qiu. d-Alanine: Distribution, origin, physiological relevance, and implications in disease[J]. Biochimica et biophysica acta. Proteins and proteomics, 2020, 1868 11: Article 140482. DOI:10.1016/j.bbapap.2020.140482. |
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