Z-DL-aspartic acid
Need Assistance?
  • US & Canada:
    +
  • UK: +

Z-DL-aspartic acid

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
CBZ-Amino Acids
Catalog number
BAT-003293
CAS number
4515-21-3
Molecular Formula
C12H13NO6
Molecular Weight
267.20
Z-DL-aspartic acid
IUPAC Name
2-(phenylmethoxycarbonylamino)butanedioic acid
Synonyms
Z-DL-Asp-OH; 2-Benzyloxycarbonylaminosuccinic acid
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Density
1.404±0.06 g/cm3(Predicted)
Melting Point
113-118 °C
Boiling Point
472.8±45.0 °C(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C12H13NO6/c14-10(15)6-9(11(16)17)13-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,18)(H,14,15)(H,16,17)
InChI Key
XYXYXSKSTZAEJW-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC(=O)O)C(=O)O

Z-DL-aspartic acid, a racemic mixture of the amino acid aspartic acid, finds practical applications across diverse fields. Here are four key applications of Z-DL-aspartic acid presented with high perplexity and burstiness:

Pharmaceutical Industry: In the realm of pharmaceuticals, Z-DL-aspartic acid shines as a critical precursor in synthesizing specific drugs and therapeutic agents. Its role in peptide and protein synthesis as a foundational building block underscores its importance in drug development. The compound’s versatility and capacity to engage in diverse chemical reactions elevate its significance in pharmaceutical manufacturing.

Food and Beverage Industry: Embraced by the food and beverage sector, Z-DL-aspartic acid serves as both an acidity regulator and a flavor enhancer, enhancing the taste profiles of various products. Its unique ability to strike a harmonious balance between sweetness and acidity elevates product palatability. This versatility makes it a key ingredient in crafting diet beverages, candies, and other culinary delights.

Nutritional Supplements: Delving into the realm of health and fitness, Z-DL-aspartic acid features prominently in dietary supplements aimed at bolstering muscle growth and athletic performance. Its role in the urea cycle contributes to detoxifying ammonia in the body, boosting overall metabolic efficiency.

Chemical Research: Within the domain of biochemical and chemical research, Z-DL-aspartic acid stands as a pivotal model compound for scientific exploration. Researchers harness its properties to probe the intricacies of amino acids, protein interactions, and enzyme mechanisms. Its well-understood structure and behavior make it an ideal candidate for diverse experimental setups and molecular simulations, facilitating breakthroughs in scientific understanding.

1. The Stephan Curve revisited
William H Bowen Odontology. 2013 Jan;101(1):2-8. doi: 10.1007/s10266-012-0092-z. Epub 2012 Dec 6.
The Stephan Curve has played a dominant role in caries research over the past several decades. What is so remarkable about the Stephan Curve is the plethora of interactions it illustrates and yet acid production remains the dominant focus. Using sophisticated technology, it is possible to measure pH changes in plaque; however, these observations may carry a false sense of accuracy. Recent observations have shown that there may be multiple pH values within the plaque matrix, thus emphasizing the importance of the milieu within which acid is formed. Although acid production is indeed the immediate proximate cause of tooth dissolution, the influence of alkali production within plaque has received relative scant attention. Excessive reliance on Stephan Curve leads to describing foods as "safe" if they do not lower the pH below the so-called "critical pH" at which point it is postulated enamel dissolves. Acid production is just one of many biological processes that occur within plaque when exposed to sugar. Exploration of methods to enhance alkali production could produce rich research dividends.
2. Physiological Genomics of the Highly Weak-Acid-Tolerant Food Spoilage Yeasts of Zygosaccharomyces bailii sensu lato
Margarida Palma, Isabel Sá-Correia Prog Mol Subcell Biol. 2019;58:85-109. doi: 10.1007/978-3-030-13035-0_4.
Zygosaccharomyces bailii and two closely related species, Z. parabailii and Z. pseudobailii ("Z. bailii species complex", "Z. bailii sensu lato" or simply "Z. bailii (s.l.)"), are frequently implicated in the spoilage of acidified preserved foods and beverages due to their tolerance to very high concentrations of weak acids used as food preservatives. The recent sequencing and annotation of these species' genomes have clarified their genomic organization and phylogenetic relationship, which includes events of interspecies hybridization. Mechanistic insights into their adaptation and tolerance to weak acids (e.g., acetic and lactic acids) are also being revealed. Moreover, the potential of Z. bailii (s.l.) to be used in industrial biotechnological processes as interesting cell factories for the production of organic acids, reduction of the ethanol content, increase of alcoholic beverages aroma complexity, as well as of genetic source for increasing weak acid resistance in yeast, is currently being considered. This chapter includes taxonomical, ecological, physiological, and biochemical aspects of Z. bailii (s.l.). The focus is on the exploitation of physiological genomics approaches that are providing the indispensable holistic knowledge to guide the effective design of strategies to overcome food spoilage or the rational exploitation of these yeasts as promising cell factories.
3. Acidity characterization of heterogeneous catalysts by solid-state NMR spectroscopy using probe molecules
Anmin Zheng, Shang-Bin Liu, Feng Deng Solid State Nucl Magn Reson. 2013 Oct-Nov;55-56:12-27. doi: 10.1016/j.ssnmr.2013.09.001. Epub 2013 Sep 20.
Characterization of the surface acidic properties of solid acid catalysts is a key issue in heterogeneous catalysis. Important acid features of solid acids, such as their type (Brønsted vs. Lewis acid), distribution and accessibility (internal vs. external sites), concentration (amount), and strength of acid sites are crucial factors dictating their reactivity and selectivity. This short review provides information on different solid-state NMR techniques used for acidity characterization of solid acid catalysts. In particular, different approaches using probe molecules containing a specific nucleus of interest, such as pyridine-d5, 2-(13)C-acetone, trimethylphosphine, and trimethylphosphine oxide, are compared. Incorporation of valuable information (such as the adsorption structure, deprotonation energy, and NMR parameters) from density functional theory (DFT) calculations can yield explicit correlations between the chemical shift of adsorbed probe molecules and the intrinsic acid strength of solid acids. Methods that combine experimental NMR data with DFT calculations can therefore provide both qualitative and quantitative information on acid sites.
Online Inquiry
Verification code
Inquiry Basket