Undergraduate Teaching Laboratory Research Articles

Uncovering malate dehydrogenase: structure, function and role in disease.

Malate dehydrogenases (MDHs) have been extensively studied since the 1960s due to their key roles in carbon metabolism and pathways such as redox balance and lipid synthesis. Recently, there has been renewed interest in these enzymes with the discovery of their role in the metabolic changes that occur during cancer and a widespread community of undergraduate teaching laboratories addressing MDH research questions, the Malate Dehydrogenase CUREs Community (MCC). This special issue describes different facets of MDH, including its physiological role, its structure-function relationships, its regulation through post-translational modifications, and perspectives on its evolutionary history. There are two human isoforms: a cytoplasmic isoform that carries out formation of NAD+ for glycolysis, and a mitochondrial isoform that plays a major role in the citric acid cycle. Although the sequences of these two isoforms vary, the structures of the enzymes are similar, and studies suggest that each isoform may form complexes with other enzymes in common pathways. Experimental and theoretical advances have helped to characterize the post-translational modifications of MDH, allowing us to ask more complex questions involving the regulation of the enzyme and substrate promiscuity in the context of cancer. Additionally, there are many unresolved questions on the role of malate dehydrogenase in other organisms, especially in parasites. The review articles in this issue seek to shed light on the latest advances in our understanding of MDH and highlight areas for future studies.

Increased Reaction Vessel Surface Area Decreases the Overall Mortality Rate of Rana catesbeiana Larvae during Chemically Induced Metamorphosis

Stimulating precocious metamorphosis in anuran larvae is an important pedagogical tool for understanding vertebrate development. However, historically, artificially provoking metamorphosis by immersing tadpoles in exogenous inducing agents (e.g., thyroxine, and iodine) compromises the longevity of the experimental animals, resulting in up to 100% mortality within a week. In our undergraduate teaching lab, we house our experimental tadpoles in circular glass dishes having a surface area of 182 cm2. Over the past four academic years this lab was performed, we observed 100% mortality of experimental animals within 10, 12, or 15 days when treated with 10-5 M, 10-6 M, or 10-7 M thyroxine, respectively. Here, we investigated whether increasing the surface area to 413 cm2 using square glass dishes would reduce the mortality of the treated animals. Omnibus Kaplan-Meier survival analysis demonstrates a statistically significant decrease in mortality in tadpoles reared in the larger square dishes compared to those housed in the smaller round dishes (P < 0.05). However, increasing the surface area of our reaction vessels could not rescue survivability of those tadpoles immersed in thyroxine, but did increase survivability of control tadpoles maintained in pond water (P < 0.01), tadpoles subjected to iodine (P < 0.05) or treated with actinomycin D (P < 0.05). These data demonstrate that increasing available reaction vessel surface area reduces overall tadpole mortality during chemically modified metamorphosis in an undergraduate teaching lab setting.

Scaling the Process Chemistry of a COVID-19 Antiviral Pharmaceutical Down for a Multistep Synthesis Experiment in the Undergraduate Teaching Laboratory.

Molnupiravir is an orally bioavailable direct acting antiviral agent that received emergency use authorization in late 2021 from the FDA for the treatment of patients with mild, moderate, or severe COVID-19. This prodrug is metabolized into a ribonucleoside that is incorporated into the viral RNA during replication. Its tautomerization between cytidine- and uridine-like forms ultimately causes multiple irreversible errors in the genetic code of the virus, which prevents successful viral replication. There are multiple process chemistry routes for molnupiravir synthesis published in the literature that attempt to maximize synthetic yield while minimizing cost and waste, which are goals similar to those of an implementable educational laboratory experiment for the teaching laboratory. We have developed a multiweek laboratory module for undergraduate students in which students conduct a multistep synthesis of molnupiravir. Specifically, our Organic Chemistry II Laboratory students performed the final two steps of molnupiravir synthesis using procedures derived directly from the published process chemistry literature. We utilized this opportunity to introduce students to reading and interpreting these primary experimental sources. Students obtained authentic characterization data via high pressure liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy to assess the conversion and purity of their products at each synthetic step. We report our in-lab activities and student generated data as well as suggestions for how this laboratory experiment could be tailored to meet similar learning objectives in other courses, such as medicinal chemistry or capstone laboratory courses, and as a function of available instrumentation.

Atmospheric solids analysis probe mass spectrometry: An easy bolt-on for the synthetic undergraduate teaching laboratory.

High costs and student numbers can often hinder implementation of mass spectrometry (MS) in the undergraduate teaching laboratory, often with technicians running samples on students' behalf, and the implementation of MS only in discrete or isolated experiments. This study explores the use of atmospheric solids analysis probe MS (ASAP-MS) as a relatively low-cost, benchtop instrument, and its potential for application as a 'bolt-on' to existing undergraduate organic chemistry experiments. Thirteen products synthesised in undergraduate laboratory experiments were analysed by ASAP-MS, along with their starting materials. Analysis was carried out with a Waters RADIAN ASAP mass spectrometer, at four different cone voltages simultaneously to provide fragmentation information. Out of the 13 undergraduate experiments, ASAP-MS was shown to be complementary in 11 of these, either through simple analysis of the precursor ion or by a more complex analysis of the fragments. ASAP-MS provided spectra that both complement and enhance intended learning outcomes in existing organic chemistry experiments, showing its versatility as a bolt-on technique. Moving forward, ASAP-MS will be integrated into the University of Surrey's undergraduate teaching laboratory.

An affordable, programmable and interactive continuous flow Photoreactor setup for undergraduate organic synthetic teaching labs

Photochemistry and continuous flow chemistry are synthetic technology platforms that have witnessed an increasing uptake by chemical industries interested in complex organic molecule synthesis. Simultaneously, automation and data science are prominent targets in organic synthesis and in chemical industries for streamlined workflows, meaning hardware-software interaction between operators and devices is crucial. Since undergraduate teaching labs at public-funded research Universities typically (i) lack budget for commercial, user-friendly continuous flow reactors and (ii) do not teach synthetic chemists how to program or interact with reactors, there is a disparity between the skills undergraduates are equipped with and the skills that future industries need. We report a teaching lab project where undergraduates assemble, program and execute a continuous flow photoreactor to realize a multigram-scale photoredox catalyzed oxidation reaction. A palladium-free synthetic access to the starting material was described to further cut costs. Not only does this exercise introduce useful skills in reactor design, programming and wet chemistry (both photochemical and thermal, both batch and flow), it also accommodates both the typical budget and afternoon timeslot (2-3 h) of a teaching lab and can be followed by thin-layer chromatography/color changes without necessarily requiring access to NMR facilities.Graphical abstract

Staff goals, challenges, and use of student inquiry in undergraduate bioscience teaching laboratories.

Teaching laboratory practical sessions are major components of undergraduate bioscience curricula, but research into staff perceptions and intentions across institutions in this context is lacking. This study describes a mixed-methods study using questionnaires and follow-up interviews to explore staff perceptions of their goals for UK bioscience teaching labs, the extent to which they incorporate student inquiry and challenges encountered with these sessions. The findings show that staff aim for strong lecture connections, applying taught theory to actively develop students' technical and data handling skills. They value teaching labs as opportunities for authentic contact through hands-on learning with scientific equipment and human connection with staff and other students. Student inquiry (e.g. experimental design decisions) was present in individual elements of teaching labs but not deeply embedded. Staff participants saw teaching labs as first steps to scientific inquiry, often intending to adopt more inquiry activities, but were concerned about time investment and student readiness, especially for early-year students. Staff who used more inquiry showed stronger goal focus on scientific reasoning, research experience and collaboration. Staff enjoy teaching labs and consider them meaningful learning experiences. Time and budget limitations were more constraining than sense of agency, but overriding challenges were student lab anxieties, and finding ways to increase their confidence and preparation for these sessions. These findings collate staff perceptions of teaching labs across UK institutions and could facilitate reflection, discussion and further research on the goals and impact of these prevalent but resource-intensive sessions on training the next generation.

Development of Undergraduate Teaching Laboratories in the Analysis of Maple Syrup Antioxidants and Phenolics

To address the perpetual need for STEM education resources that foster an interest in scientific research, promote a positive public perception of science, and create an appreciation for the relevance of scientific data in decision-making, we developed a modular set of undergraduate laboratory exercises influenced by ongoing basic research towards elucidating the chemical composition of pure maple syrups. Maple syrup has garnered attention in the chemical literature due to the abundance of phenolic and antioxidant compounds that impart both flavor and therapeutic potential. These experiments feature liquid-liquid extraction techniques and instrumental analysis using Gas Chromatography-Mass Spectrometry (GC-MS) as well as UV-visible spectroscopy. These lab modules can be adapted to different levels of technical rigor for use in courses designed for chemistry majors as well as those designed as introductory courses for nonmajors. Two versions of these exercises were implemented in the spring of 2023: one in a majors-level sophomore organic chemistry, and another in a 100-level food chemistry course. Learning outcomes were specified and survey data was collected from students to assess the ability of the exercises to facilitate student learning.

A Simple Method for Teaching Bragg’s Law in an Undergraduate Teaching Laboratory with the Use of Metal–Organic Frameworks

Metal–organic frameworks (MOFs) are a class of porous materials that are often crystalline with high surface area and structural tunability. In this laboratory experiment designed for inorganic chemistry students at the undergraduate level, students complete a two-step experiment where they will first (i) synthesize two isostructural zirconium-based MOFs, UiO-66 and UiO-67, and then (ii) isolate and characterize the materials using powder X-ray diffraction (PXRD). A simple solvothermal procedure was developed for the synthesis of UiO-66 and UiO-67 using the air/moisture-stable zirconyl chloride octahydrate as a starting reagent. Depending on the equipment available, the MOFs can be further characterized by nitrogen adsorption analysis for surface area determination using Brunauer–Emmett–Teller (BET) theory, diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS), thermogravimetric analysis (TGA), 1H nuclear magnetic resonance (NMR) spectroscopy, and scanning electron microscopy (SEM). Upon synthesizing the MOFs and collecting the characterization data, students analyze and describe their results by answering a series of questions included in the laboratory manual. This exercise will allow students to develop practical laboratory skills while expanding their knowledge on some fundamental concepts in inorganic chemistry, materials chemistry, MOFs, crystallography, and other characterization techniques as availability allows.

The Synthesis of Ruthenocene─A Methodology Appropriate for the Inorganic Undergraduate Curriculum

The discovery of ferrocene, Fe(C5H5)2, in the 1950s sparked the development of organometallic chemistry including metallocene compounds. Shortly after the isolation of ferrocene, the analogous ruthenium and osmium compounds were discovered. The preparation of ferrocene is common in undergraduate inorganic laboratory courses, but an appropriate undergraduate synthesis of ruthenocene, Ru(C5H5)2, is lacking. Herein we describe a convenient synthesis of Ru(C5H5)2 for the undergraduate teaching laboratory. This microscale reaction incorporates elements of green chemistry and introduces students to an air sensitive reaction with sublimation as a purification method. Students explore the characterization of ruthenocene through experimental and computational approaches.

Characterization of factors influencing absorbance measurements in LED-based colorimeters

Homemade colorimeters using simple parts are excellent in undergraduate teaching labs as they allow students to learn instrument components and principles behind absorbance measurements. However, the absorbance values measured from such instruments often differ from those determined by commercial spectrophotometers. This work provides a step-by-step calculation of absorbance, taking into account the properties of each component. Using a Si-photodiode detector and a light-dependent resistor, we show how the absorbance measurements depend on the spectral irradiance of the light source, the absorption spectrum of the sample, and the responsivity of the detectors. The provided calculation can help undergraduate students visualize how these factors contribute to optical measurements. It can serve as an experiment to introduce concepts of instrumentation and analysis of its performance.

The BASIL cure: Using structure to predict function in protein biochemistry.

We have developed an undergraduate biochemistry lab curriculum based on authentic inquiry. This course-based undergraduate research experience (CURE) allows a large number of students to gain skills often learned only in the traditional one-on-one mentor-student research model by bringing a research project into the undergraduate teaching lab. The Biochemistry Authentic Scientific Inquiry Lab (BASIL) uses a combined computational and wet lab approach to study proteins of known structure but unknown function. Over 3800 structures in the Protein Data Bank (PDB) have unknown function. Students following the BASIL curriculum use a combination of sequence and structure alignment tools to study these structures with the goal of identifying possible enzymes. They then use molecular docking to predict what model substrates fit near a proposed active site. Students can produce the target enzymes in the lab using standard wet-lab biochemistry techniques for expression and purification, and they then perform kinetic assays with model substrates selected from their docking studies. We have successfully used this curriculum in biochemistry lab courses for majors and non-majors. The curriculum is modular and can be used as a whole or individual parts may be incorporated into an existing course - either lecture or lab. Curriculum materials are available free-of-charge at basilbiochem.org. We are currently investigating how this curriculum can be used in a variety of academic settings, and we welcome new collaborators. We can offer synchronous support via virtual meetings and asynchronous support via Slack. This project is supported in part by NSF IUSE 2141908.

Enhancing STEM Education by Integrating Research and Teaching in Photochemistry: An Undergraduate Chemistry Laboratory in Spectroscopy and Photochemistry

Molecular spectroscopy and photochemistry constitute an integral field in modern chemistry. However, undergraduate level classes provide limited opportunities for hands-on experimentation of photochemistry and photophysics. For this reason, a simple laboratory experiment was designed that may be easily implemented into undergraduate teaching laboratories with the aim of introducing undergraduate students to UV/visible spectroscopy and photochemistry/photophysics and its possible applications. Samples of three unknown sunscreen formulations are given to students and they are asked to use a set of techniques to identify their molecular composition and to test their efficacy using basic laboratory equipment available to them. In particular, the students are asked to complete the following tasks: (i) sample preparation using solvent extraction to extract active ingredients from the sunscreen lotion, (ii) identify the extracted molecular sunscreen constituents by Thin Layer Chromatography (TLC) and UV/visible spectroscopy, and finally (iii) study their photostability by means of steady state irradiation coupled with UV/visible spectroscopy. The students were provided with the following tools for data collection: silica-backed TLC plates, a short-wave lamp (254 nm, for TLC analysis), a UV-Vis spectrophotometer with an associated computer and software, and an LED lamp (315 nm) to irradiate the samples. Combined TLC and UV-Vis spectroscopy allowed the students to identify the extracted ingredients. UV irradiation confirmed the photostability of sunscreens.

Photosynthesis of Hydrogen and Its Synchronous Application in a Hydrogen Fuel Cell: A Comprehensive Experiment in the Undergraduate Teaching Laboratory

Photosynthesis of Hydrogen and Its Synchronous Application in a Hydrogen Fuel Cell: A Comprehensive Experiment in the Undergraduate Teaching Laboratory

Instrumentation Use in Postsecondary Instructional Chemistry Laboratory Courses: Results from a National Survey

Instrumentation plays a critical, ubiquitous role in modern chemistry. The undergraduate chemistry curriculum must therefore cultivate students’ ability to investigate chemical phenomena via relevant instruments. The instructional laboratory serves as the primary context in which undergraduates learn about instrumentation, where use of instruments in these settings is requisite to meaningful learning. However, little is known about what instruments are incorporated and students’ level of hands-on experience. Also, prior research points toward differences in instrumentation access, and in turn use in the instructional laboratory, across institutional contexts. This study investigates instrumentation use in postsecondary instructional chemistry laboratory courses via a national survey of chemistry faculty members (n = 574). Results suggest that courses incorporate a distinct set of instruments aligned with their respective curricula. These data provide an empirical foundation for relevant stakeholders (i.e., instructors, departments, curators of degree programs, and professional organizations authoring postsecondary chemistry education policy) to engage in evaluative discussions and possible curricular reform. Further, there was no evidence that incorporating instruments into the lab or students’ hands-on experience is associated with institutions’ terminal chemistry degree, receipt of NSF funding for improving undergraduate courses, or ACS approval of undergraduate degree programs. Findings collectively suggest similar instrumentation use across institutional contexts and possibly the elimination of previously reported disparities in access. However, students still obtain little hands-on experience with several instruments despite their incorporation into courses. Furthermore, instructors across institutional contexts report barriers to incorporating instrumentation beyond access. This work provides stakeholders with implications for improving undergraduate laboratory instruction.

Helium nanodroplet isolation spectroscopy in an undergraduate teaching laboratory

A home-built helium nanodroplet isolation spectrometer has been utilized by undergraduate students in course-based experiments to investigate the rovibrational dynamics of small molecules. Helium nanodroplets are a versatile medium that simplifies the spectroscopy of embedded molecules owing to their low temperature (0.4 K) and weakly interacting nature. In the infrared spectral region, this often results in a small number of rotationally resolved lines that can be observed and analyzed within several lab periods. We demonstrate the advantages of using this well-established technique in an upper-level undergraduate chemistry course for which the laser spectroscopy of helium solvated 13C-labelled formic acid was investigated for the first time.

A Practical Oxidation Experiment for Undergraduate Students: Bobbitt’s Salt as a “Green” Alternative

Oxidation reactions are critical components of the synthetic toolbox taught to undergraduate students during introductory organic chemistry courses. However, the oxidation reactions discussed in the undergraduate curriculum are often outdated as many organic chemistry textbooks emphasize chromium-based oxidants that are no longer in regular use by practitioners, which may limit an instructor’s time to allocate to discussion of other oxidants. Further, laboratory courses have since either removed oxidation experiments or replaced them with oxidative processes not discussed in lectures, thus leading to a disconnect between the two learning settings. As part of an effort to bridge this divide and modernize the oxidation reactions discussed in our curricula, we have developed a new laboratory experiment that uses a commercially available oxoammonium salt (Bobbitt’s salt) to cleanly oxidize cinnamyl alcohol to cinnamaldehyde. In addition to being a safe, convenient, colorimetric, and “green oxidant” suitable for use in the undergraduate teaching laboratory, the hydride-transfer mechanism allows for overlap with key course concepts presented in both introductory and advanced lecture courses. The procedure is well-suited for small and large organic I, II, or advanced laboratory sections alike and can be completed within a standard 3–4 h laboratory period. Aside from exposing students to a modern green oxidation protocol, the experiment contains expanded opportunities for interpretation of 1H NMR, 13C NMR, and IR spectra. An optional addendum for advanced students involving Hammett correlations was also developed.

Introducing Second Year Analytical Chemistry Students to Research through Experimental Design in the Undergraduate Teaching Laboratory

Introducing Second Year Analytical Chemistry Students to Research through Experimental Design in the Undergraduate Teaching Laboratory

A CURE for Cloning: Implementing a Modular Approach to Cloning Recombinant Antibodies in an Undergraduate Teaching Lab

An undergraduate course‐based research experience (CURE) is a high impact practice which provides genuine research experiences to a large and diverse student population. We have implemented a six‐week research module involving the cloning and expression of therapeutic antibodies as the culmination of a senior level Biochemistry lab course. We have designed a cloning system that takes advantage of the modular domain structure of antibodies to facilitate changes to an antibody’s affinity, isotype, or allotype. Specifically, our system was developed for readily swapping the antigen‐binding N‐terminal sequences of different antibodies into a set of vectors encoding the conserved regions of the heavy and light chains, all in the background of a strong mammalian expression vector. Gene fragments corresponding to the constant regions of each immunoglobulin chain, as well as the antigen‐binding regions of unique antibodies were designed, and produced by gene synthesis. Various iterations of the module were tested over four different semesters with high levels of success in terms of student engagement and research goals. The resulting plasmid constructs are now being used by our research lab as part of the investigation of the nature of antibody recognition of cancer‐specific Mucin antigens. This project allowed our senior undergraduates to contribute to an active research program, while earning credit toward a required course. It exposed them to modern cloning methodologies, bioinformatics tools, cell culture techniques and participation in a local research conference. It is also a readily scalable project as only the variable regions of new antibodies of interest need be synthesized.

Theoretical and experimental examination of simple coaxial photonic crystals for undergraduate teaching

A study implementing a coaxial photonic crystal with a simple structure composed of only one type of coaxial cable is described. The coaxial photonic crystal consists of alternating sections of a single cable and N parallel cables, with impedances of ZH and ZH/N, respectively. The high mismatch in impedance at the interfaces enables access to a highly superluminal group velocity with few cables. An easily realizable method is also presented to measure both the amplitude of transmission and the phase of the crystal by using an oscilloscope and a function generator. The measurements were validated by an advanced vector network analyzer and matched the results of theoretical analysis based on the transfer matrix method. The experiment only requires electronic components and equipment that are typically used in undergraduate teaching laboratories.

Design of the service robot applied to undergraduate laboratory of pharmacy major

During the COVID-19 outbreak, service robots have provided good service for teachers and students in universities. In order to improve the safety and convenience of pharmaceutical undergraduate laboratory, a service robot for pharmaceutical undergraduate teaching laboratory was designed from the aspects of path planning, positioning and navigation, human-computer interaction etc., which can solve practical problems such as epidemic prevention and control, laboratory safety etc.