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D-Alanine

CAS：338-69-2
MW:89.094
MF：C3H7NO2

One of the 20 proteinogenic amino acids.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: D-Alanine

1.2 Synonyms: (2R)-2-Aminopropanoic acid; (R)-2-Aminopropanoic acid; (R)-Alanine; 2: PN: RU2506269 PAGE: 13 claimed sequence; Alanine, D-; Ba 2776; D-(-)-Alanine; D(-)-α-Alanine; D-2-AMINOPROPANOIC ACID; D-2-AMINOPROPIONIC ACID; D-ALA; D-ALPHA-ALANINE; D-α-Alanine; H-D-Ala-OH; NSC 158286;

1.3 CAS No.: 338-69-2

1.4 CID: 71080

1.5 EINECS: 206-418-1

1.6 Molecular Formula: C3H7NO2

1.7 Inchi: InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1

1.8 InChkey: QNAYBMKLOCPYGJ-UWTATZPHSA-N

1.9 Canonical Smiles: CC(C(=O)O)N

1.10 Isomers Smiles: C[C@H](C(=O)O)N

2. Properties

2.1 Solubility: H2O: soluble

2.2 AnalyticLaboratory Methods: MICROBIOLOGICAL ASSAY METHODS.

2.3 Appearance: White to off-white Crystalline Powder or Crystals

2.4 Storage: Ambient temperatures.

2.5 Chemical Properties: White Crystalline Powder

2.6 Color/Form: Orthorhombic crystals from water
White crystalline powder

2.7 Odor: Odorless

2.8 Physical: Solid

2.9 pKa: 2.31±0.10(Predicted)

2.10 Water Solubility: H2O: 155 g/L (20 oC)

2.11 Spectral Properties: Specific optical rotation= +2.42 deg for D-sodium line at 25 deg C (c = 10 in H2O); +13.7 deg for D sodium line at 25 deg C (c = 2.063 in 6N HCl)
SPECIFIC OPTICAL ROTATION: +2.8 DEG @ 25 DEG C/D (WATER, CONCN= 6%); SPECIFIC OPTICAL ROTATION: +9.55 DEG @ 25 DEG C/D (HYDROCHLORIC ACID)
MASS: 30598 (NIST/EPA/MSDC Mass Spectral Database, 1990 Version)
IR: 164 (Sadtler Research Laboratories IR grating collection)
UV: 2-10 (Phillip et al., Organic Electronic Spectral Data, John Wiley and Sons, New York)
Raman: 425 (Sadtler Research Laboratories spectral collection)
H1 NMR: 7553 (Sadtler Research Laboratories spectral collection)
C13 NMR: 36 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley and Sons, New York)

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2.12 Stability: Stable under normal temperatures and pressures.

2.13 StorageTemp: Store at RT.

3. Use and Manufacturing

3.1 Definition: ChEBI: The D-enantiomer of alanine.

3.2 Description

D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR.

Solid

D-alanine is the D-enantiomer of alanine. It has a role as a human metabolite, an EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor and an Escherichia coli metabolite. It is a D-alpha-amino acid and an alanine. It is a conjugate base of a D-alaninium. It is a conjugate acid of a D-alaninate. It is an enantiomer of a L-alanine. It is a tautomer of a D-alanine zwitterion.|The D-enantiomer of alanine.|A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.

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3.3 Methods of Manufacturing: Using N-acetyl-DL-alanine as raw material, it is obtained by acylase resolution to remove L-alanine, hydrochloric acid hydrolysis, and recrystallization.

3.4 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.] D-Alanine Preparation Products And Raw materials Raw materials

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3.5 Usage: One of the 20 proteinogenic amino acids.

4. Safety and Handling

4.1 Exposure Standards and Regulations: L-Alanine is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.

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4.2 Octanol/Water Partition Coefficient: log Kow = -2.85

4.3 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

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4.4 Formulations/Preparations: GRADES: REAGENT; TECHNICAL.
Reagent grade; USP and FCC grades

4.5 Safety: Hazard Codes of?D-Alanine (CAS NO.338-69-2):?Xi
Risk Statements: 36/37/38?
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26?
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
HazardClass: IRRITANT??

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in D2O

13C NMR : Predict

1H NMR : 400 MHz in D2O

1H NMR : 90 MHz in D2O

1H NMR : Predict

IR : KBr disc

IR : nujol mull

Raman : 4880 A,200 M,powder

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

338-69-2Total: 107 Synthesis Route

56-41-7 624 Suppliers

338-69-2 378 Suppliers

74-88-4

56-41-7 624 Suppliers

338-69-2 378 Suppliers

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8. Precursor and Product

precursor:

598-78-7

302-72-7

56-41-7

113-24-6

923-16-0

127-17-3

product:

302-72-7

5625-46-7

56-41-7

10326-41-7

7474-05-7

10009-70-8

35320-22-0

82353-56-8

91103-47-8

79-33-4

9. Computed Properties

Molecular Weight：89.094g/mol
Molecular Formula：C₃H₇NO₂
Compound Is Canonicalized：True
XLogP3-AA：89.047678466
Monoisotopic Mass：89.047678466
Complexity：61.8
Rotatable Bond Count：1
Hydrogen Bond Donor Count：2
Hydrogen Bond Acceptor Count：3
Topological Polar Surface Area：63.3
Heavy Atom Count：：6
Defined Atom Stereocenter Count：1
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcYBCMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgAQCAAACCjBgAQCCABAAgAIAACQCAAAAAAAAAAAAIGAAAACAAAAAAAAQAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: D-Alanine is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls.

Storage Conditions: Using N-acetyl-DL-alanine as raw material, it is obtained by acylase resolution to remove L-alanine, hydrochloric acid hydrolysis, and recrystallization.

Mesh Entry Terms: Abufène

Manufacturing Info: D-Alanine: ACTIVE

Use Classification: Human Drugs -> EU pediatric investigation plans|Cosmetics -> Antistatic

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12. Related Questions

: How can D-Alanine be prepared in a cost-effective way?D-Alanine is an important chiral organic compound that finds applications in the fields of chiral drugs, pharmaceutical intermediates, and food additives. It is used as a chiral raw material for chira..; What are the uses and preparation methods of D-Alanine?Alanine is one of the 20 basic amino acids that make up protein. It is an excellent transporter of nitrogen in the blood and an effective glycogenic amino acid. D-alanine is contained in large organic..

13. Realated Product Infomation