| Field | Specification |
|---|---|
| Alternative names | (S)-2-Amino-1-propanol; (S)-2-Aminopropanol; (S)-Alaninol |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C3H9NO |
| Purity | |
| SMILES | |
| Form | Liquid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
L-Alaninol, also known as (S)-2-Amino-1-propanol, (S)-2-Aminopropanol, or (S)-Alaninol, is a chiral amino alcohol that serves as a precursor for Levofloxacin and Metolachlor. It acts as the sole carbon source for Pseudomonas sp. strain KIE171 and is a metabolite generated by hydrolysis of γ-glutamyl-L-alaninol. It functions as a substrate for oxidative/deaminative degradation and undergoes enzymatic glutamylation via IpuC, and it is used as a synthetic building block in agriculture, pharmaceuticals, and peptide chemistry, as well as a chiral auxiliary[1][2][3]. It is supplied as a colorless to light yellow liquid (C3H9NO, MW 75.11) at 99.91% purity.
Physical & Chemical Properties
| CAS Number | 2749-11-3 |
|---|---|
| Molecular Formula | C3H9NO |
| Molecular Weight | 75.11 g/mol |
| Purity | 99.91% |
| Appearance | Liquid |
| Color | Colorless to light yellow |
| Density | 0.965 g/cm3 |
| SMILES | C[C@H](N)CO |
| Solubility | In Vitro: DMSO: 200 mg/mL (2662.76 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Pure form: -20°C, 3 years; 4°C, 2 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 200 mg/mL (2662.76 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 5 mg/mL (66.57 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 5 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (50.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 90% Corn Oil |
|---|---|
| Result | ≥ 5 mg/mL (66.57 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 5 mg/mL (saturation not determined). Use with caution if continuous dosing will exceed two weeks. For 1 mL of working solution: add 100 μL DMSO stock (50.0 mg/mL) to 900 μL corn oil. |
Data provided by the manufacturer.
In Vitro
L-Alaninol serves as a precursor of Levofloxacin and Metolachlor[1]. Pseudomonas sp. KIE171 produces L-alaninol from IPA as substrate through sequential glutamylation, hydroxylation and hydrolysis reactions, and the L-alaninol formed can go on to further oxidation or deamination reactions[1]. Pseudomonas sp. strain KIE171 uses L-Alaninol as its sole carbon source, and the mutant strain KIE171-B converts isopropylamine to L-alaninol within 40 h without forming D-alaninol[2]. L-Alaninol (10 mM) is glutamylated in an ATP-dependent manner by purified γ-glutamine synthetase from recombinant E. coli; it can also be liberated through hydrolysis of γ-glutamyl-L-alaninol by purified γ-glutamine amidohydrolase, with a Vmax of 1.5 U/mg of protein[2]. At 100 °C (with or without added acid), L-Alaninol (0.22 M; 1-6 h) is deuterated at the C1 and C2 positions with stereoretention and minimal loss of enantiomeric excess. When incubated at 150 °C without added acid, L-Alaninol (0.22 M; 6 h) undergoes racemization, with enantiomeric excess falling to 60.5% and the degree of deuteration at the C3 position rising[3].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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