Z-Ala-OMe

CAS# 28819-05-8

Z-Ala-OMe

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Chemical structure

Z-Ala-OMe

3D structure

Chemical Properties of Z-Ala-OMe

Cas No. 28819-05-8 SDF Download SDF
PubChem ID 6993447 Appearance Powder
Formula C12H15NO4 M.Wt 237.25
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in water or 1% acetic acid
Chemical Name methyl (2S)-2-(phenylmethoxycarbonylamino)propanoate
SMILES CC(C(=O)OC)NC(=O)OCC1=CC=CC=C1
Standard InChIKey OMDVFTVXPVXANK-VIFPVBQESA-N
Standard InChI InChI=1S/C12H15NO4/c1-9(11(14)16-2)13-12(15)17-8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,13,15)/t9-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Z-Ala-OMe Dilution Calculator

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Z-Ala-OMe Molarity Calculator

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Preparing Stock Solutions of Z-Ala-OMe

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.215 mL 21.0748 mL 42.1496 mL 84.2993 mL 105.3741 mL
5 mM 0.843 mL 4.215 mL 8.4299 mL 16.8599 mL 21.0748 mL
10 mM 0.4215 mL 2.1075 mL 4.215 mL 8.4299 mL 10.5374 mL
50 mM 0.0843 mL 0.4215 mL 0.843 mL 1.686 mL 2.1075 mL
100 mM 0.0421 mL 0.2107 mL 0.4215 mL 0.843 mL 1.0537 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Z-Ala-OMe

Papain-catalysed synthesis of dipeptides: a novel approach using free amino acids as nucleophiles.[Pubmed:1366382]

Enzyme Microb Technol. 1990 Jan;12(1):56-60.

For the first time, papain-catalysed synthesis of peptide bonds was successfully carried out using free amino acids as nucleophiles. In kinetically controlled experiments employing pH-Stat-mode, the ester substrates Z-Ala-OMe and Z-Gly-OMe were coupled with alanine, glutamine, and Cys(Acm)-OH, respectively. Under optimized reaction conditions (pH 9.2, high ratio nucleophile/carboxyl component, 10 mumol substrate mg-1 papain), the peptide yields ranged from 17% to 79%, depending on the structure of the amino and/or carboxyl component. The peptides formed were not hydrolysed under the chosen reaction conditions. With Z-Gly-OMe as the ester substrate, formation of the dipeptide was both rapid and high yielding. Papain-catalysed formation of peptide bonds applying free amino acids as nucleophiles might serve as an economic and easily manageable approach for the synthesis of short-chain peptides to be used in clinical nutrition.

Kinetically controlled synthesis of dipeptides using ficin as biocatalyst.[Pubmed:1760130]

Biotechnol Appl Biochem. 1991 Oct;14(2):183-91.

The application of the sulfhydryl protease ficin as biocatalyst is proposed as a novel method for enzyme-catalyzed synthesis of dipeptides. The negligible peptidase but considerable esterase activity at alkaline pH facilitated the kinetically controlled formation of peptide bonds by coupling the ester substrates Z-Ala-OMe and Z-Gly-OMe with L-alanine, D-alanine, L-glutamine, D-glutamine and L-Cys(acetamidomethyl) respectively. The reaction is accomplished without the occurrence of secondary peptide hydrolysis. Under optimum reaction conditions (pH 9.2, high ratio nucleophile/carboxyl component, 4.8% ethanol, 40 degrees C), the peptide yields ranged from 5 to 91%, depending on the structure of the amino and/or carboxyl component. No racemization was observed in the enzymatic reaction. Application of short-chain peptides has been advocated recently in clinical nutrition. Ficin-catalyzed peptide synthesis might be an attractive biotechnological approach for the synthesis of suitable dipeptides in this respect.

Kinetically controlled enzymatic synthesis of dipeptide precursor of L-alanyl-L-glutamine.[Pubmed:22172107]

Biotechnol Appl Biochem. 2011 Nov-Dec;58(6):449-55.

An important nutritional dipeptide precursor, benzoyloxycarbonyl protected L-alanyl-L-glutamine (Z-Ala-Gln), was successfully prepared through a kinetically controlled enzymatic peptide synthesis method. A commercially available and low-cost protease (papain) was used as biocatalyst with Z-Ala-OMe and Gln as acyl donor and nucleophile, respectively. The dipeptide yield was 35.5% under the optimized reaction conditions: 35 degrees C, pH 9.5, and the ratio of acyl donor/nucleophile is 1:10. Based on the reaction mechanism and experimental data, the kinetic model was established, which was in accordance with the Michaelis-Menten equation, and the apparent Michaelis constant K(m)(app) and the apparent maximum reaction rate r(max)(app) were calculated as 1.71 mol/L and 6.09 mmol/(L Min), respectively.

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