AC-D-ALA-OH
- Product Name
- AC-D-ALA-OH
- CAS No.
- 19436-52-3
- Chemical Name
- AC-D-ALA-OH
- Synonyms
- Ac-D-Ala;NSC 203819;AC-D-ALA-OH;AC-D-ALANINE;N-Ac-D-Ala-OH;N-ACETYL-D-ALA;ACETYL-D-ALANINE;N-ACETYL-D-ALANINE;(R)-N-Acetylalanine;D-Alanine, N-acetyl-
- CBNumber
- CB9744334
- Molecular Formula
- C5H9NO3
- Formula Weight
- 131.13
- MOL File
- 19436-52-3.mol
AC-D-ALA-OH Property
- Melting point:
- 125 °C
- Boiling point:
- 369.7±25.0 °C(Predicted)
- Density
- 1.170
- storage temp.
- -20°C
- solubility
- Soluble in water or 1% acetic acid
- pka
- 3.69±0.10(Predicted)
- form
- Solid
- color
- White to off-white
- Water Solubility
- Slightly soluble in water.
- InChIKey
- KTHDTJVBEPMMGL-VKHMYHEASA-N
- LogP
- -1.638 (est)
Safety
- WGK Germany
- 3
- HS Code
- 2922498590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A4375
- Product name
- N-Acetyl-D-alanine
- Packaging
- 1g
- Price
- $128.8
- Updated
- 2025/07/31
- Product number
- A3481
- Product name
- Ac-D-Ala-OH
- Packaging
- 5G
- Price
- $60
- Updated
- 2025/07/31
- Product number
- A3481
- Product name
- Ac-D-Ala-OH
- Packaging
- 25G
- Price
- $182
- Updated
- 2025/07/31
- Product number
- AS112829
- Product name
- Ac-D-Ala-OH
- Purity
- 97%
- Packaging
- 25g
- Price
- $194
- Updated
- 2021/12/16
- Product number
- FA47424
- Product name
- Acetyl-D-alanine
- Packaging
- 10g
- Price
- $238
- Updated
- 2021/12/16
AC-D-ALA-OH Chemical Properties,Usage,Production
Chemical Properties
White crystal powder
Uses
N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.
Biochem/physiol Actions
N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.
Synthesis
5429-56-1
19436-52-3
The general procedure for the synthesis of N-acetyl-D-alanine from 2-acetamidoacrylic acid is as follows: the substrate (Eq. 3), enantiomeric excess (ee), and absolute stereoconfigurations of the chiral products (Eq. 2) prepared by asymmetric hydrogenation using a chiral catalyst precursor are listed in Table 3. The catalyst precursor was (S)-(+)-(2-{[(di-tert-butyl)-[phosphinylidene]-methyl]-methyl-phosphinyl}-2-methyl-propyl)-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate (Eq. 23). For each entry in Table 3, the catalyst precursor (0.01 mmol) was dissolved in degassed methanol (1 mL) in a Griffin-Worden pressure vessel equipped with the accessories required for connection to a hydrogen cylinder. The substrate (1 mmol) was first dissolved in methanol (4 mL) and then delivered via syringe into the catalyst-methanol solution. The vessel was sealed and pressurized to 50 psi H2. The time to completion of the reaction was determined by monitoring the cessation of H2 gas absorption. Table 3: Enantioselectivity of chiral compounds prepared by asymmetric hydrogenation of prechiral substrates (Formula 2) (Formula 3) Example R1 R2 R3 R4 X ee Configuration.5 AcNH H H CO2H >99% R 6 AcNH Ph H H CO2H >99% R 7 AcNH H H CO2Me >99% R 8 AcNH Ph H H CO2Me >99% R 9 AcNH - C5H10- CO2Me 99% R For each reaction shown in Table 3, the enantiomeric excess was determined by chiral gas chromatography (GC) or chiral high performance liquid chromatography (HPLC). Table 4 provides details of the ee determination methods. To determine the ee of N-acetylalanine (Example 5) and N-acetylphenylalanine (Example 6), each compound was treated with trimethylsilyl diazomethane, which was converted to its corresponding methyl ester, and analyzed as described in Example 7 or Example 8, respectively. Absolute stereochemical configurations were determined by comparing the sign of the spinodal and literature values: (S)-N-acetylalanine methyl ester [α]20D = -91.7° (c 2, H2O), JP Wolf III C. Neimann, Biochemistry 2: 493 (1963); (S)-N-acetylphenylalanine methyl ester [α]20D = + 16.4° (c 2, MeOH), B.D. Vineyard et al, J. Am. Chem. Soc. 99: 5946 (1997); (S)-N-acetylcyclohexylglycine methyl ester [α]20D = -4.6° (c = 0.13, EtOH), M.J. Burk et al, J. Am. Chem. Soc. 117: 9375 (1995). Table 4: Conditions for Enantiomeric Excess Determination Example Method Column Mobile Phase Flow Rate Column Temperature Concentration Retention Time-R Retention Time-S5 Capillary GC Chrompack Chiral-Daicel - - 120°C - 10.5 min 11.0 min 6 HPLC Chiralcel OJ 10% IPA/hexane 1 mL/min 30°C 2 mg/mL 11.6 min 17.7 min9 Capillary GC Chirasil-L-Val - - 145°C - 11.3 min 12.0 min
References
[1] Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 308 - 323
[2] Angewandte Chemie, 1987, vol. 99, # 9, p. 921 - 922
[3] Tetrahedron Letters, 1984, vol. 25, # 43, p. 4965 - 4966
[4] Journal of Organic Chemistry, 1980, vol. 45, # 23, p. 4728 - 4739
[5] Journal of the American Chemical Society, 1981, vol. 103, # 9, p. 2273 - 2280
AC-D-ALA-OH Preparation Products And Raw materials
Raw materials
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View Lastest Price from AC-D-ALA-OH manufacturers
- Product
- AC-D-ALA-OH 19436-52-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98
- Supply Ability
- 10000KGS
- Release date
- 2025-12-03
- Product
- AC-D-ALA-OH 19436-52-3
- Price
- US $9.90/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-12-05
- Product
- Ac-D-Ala-OH 19436-52-3
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-07-17