Ac-D-Ala-OH
- CAS No.
- 19436-52-3
- Chemical Name:
- Ac-D-Ala-OH
- Synonyms
- N-ACETYL-D-ALANINE;Ac-D-Ala;ACETYL-D-ALANINE;NSC 203819;Ac-D-Ala-OH;AC-D-ALANINE;N-Ac-D-Ala-OH;N-ACETYL-D-ALA;(R)-N-Acetylalanine;D-Alanine, N-acetyl-
- CBNumber:
- CB9744334
- Molecular Formula:
- C5H9NO3
- Molecular Weight:
- 131.13
- MDL Number:
- MFCD00063133
- MOL File:
- 19436-52-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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. |
| InChI | 1S/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)/t3-/m1/s1 |
| InChIKey | KTHDTJVBEPMMGL-VKHMYHEASA-N |
| SMILES | C[C@@H](NC(C)=O)C(O)=O |
| LogP | -1.638 (est) |
| FDA UNII | IIE41SBQ9L |
| UNSPSC Code | 12352209 |
| NACRES | NA.26 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2922498590 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
Ac-D-Ala-OH price More Price(57)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A4375 | N-Acetyl-D-alanine | 19436-52-3 | 1g | $195 | 2026-04-30 | Buy |
| TCI Chemical | A3481 | Ac-D-Ala-OH | 19436-52-3 | 5G | $48 | 2026-04-30 | Buy |
| TCI Chemical | A3481 | Ac-D-Ala-OH | 19436-52-3 | 25G | $146 | 2026-04-30 | Buy |
| Usbiological | 260531 | Acetyl-D-alanine Asreported | 19436-52-3 | 2g | $333 | 2026-06-03 | Buy |
| Usbiological | 260531 | Acetyl-D-alanine Asreported | 19436-52-3 | 5g | $529 | 2026-06-03 | Buy |
Ac-D-Ala-OH Chemical Properties, Uses, 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| GL Biochem (Shanghai) Ltd | 21-61263452 13641803416 | ymbetter@glbiochem.com | China | 9981 | 64 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Shandong Xiya Chemical Co., Ltd | 13355009207 13355009207 | 3007715519@qq.com | China | 18722 | 57 |
| Sichuan Kulinan Technology Co., Ltd | 400-1166-196 18981987031 | cdhxsj@163.com | China | 11674 | 57 |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
View Latest Price from Ac-D-Ala-OH manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | AC-D-ALA-OH
19436-52-3
|
1KG | 98 | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2026-03-20 | AC-D-ALA-OH
19436-52-3
|
$9.90 | 1KG | 99% | 5tons | Hebei Chuanghai Biotechnology Co., Ltd | |
 |
2020-01-06 | Ac-D-Ala-OH
19436-52-3
|
$1.00 | 1g | 98% | 100KG | Sichuan Jiaying Lai Technology Co.,LTD |
-
- AC-D-ALA-OH
19436-52-3
- 98
- Shaanxi Dideu New Materials Co. Ltd
-
- AC-D-ALA-OH
19436-52-3
- $9.90
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-
- Ac-D-Ala-OH
19436-52-3
- $1.00
- 98%
- Sichuan Jiaying Lai Technology Co.,LTD
