Distribution and Quantification of 1,2-Propylene Glycol Enantiomers in Baijiu

Enantiomers of 1,2-Propylene glycol (1,2-PG) were investigated in 64 commercial Chinese Baijiu including soy sauce aroma-type Baijiu (SSB), strong aroma-type Baijiu (STB), and light aroma-type Baijiu (LTB), via chiral gas chromatography (β-cyclodextrin). The natural enantiomeric distribution and concentration of 1,2-PG in various baijiu were studied to evaluate whether the distribution and content of the two isomers of 1,2-PG were correlated with the aroma type and storage year. The results showed that 1,2-PG has a high enantiomeric ratio and the (S)-configuration predominated in SSB. The average S/R enantiomeric ratio of this compound in SSB was approximately 87:13 (±3.17), with an average concentration of 52.77 (±23.70) mg/L for the (S)-configuration and 8.72 (±3.63) mg/L for the (R)-enantiomer. The (R)-configuration was predominant in the STB, whereas neither (S) nor (R)-form of 1,2-PG were detected in LTB. The content of the two configurations of 1,2-PG in the JSHSJ vintage of SSB showed a wave variation, with an average S/R enantiomeric ratio of 89:11 (±1.15). The concentration of (R)-1,2-PG in XJCTJ vintage liquors showed an upward and then downward trend with aging time, with an overall downward trend, and the concentration of (S)-form showed a wavy change with an overall upward trend. Except for the LZLJ-2019 vintage where both (R) and (S)-1,2-PG were present, all other samples only existed (R)-form, and a decreasing trend of (R)-enantiomer with aging time was observed. The enantiomeric ratio of 1,2-PG might be one of the potential markers for adulteration control of Baijiu as industrial 1,2-PG usually presented in the racemic mixture. Sensory analysis revealed olfactory thresholds of 4.66 mg/L and 23.92 mg/L for the (R)- and (S)-configurations in pure water respectively. GC-O showed both enantiomers exhibited different aromatic nuances.

Authenticity control of pine sylvestris essential oil by chiral gas chromatographic analysis of α-pinene

Numerous terpenes present in essential oils (EOs) display one or more chiral centers. Within the same genus the enantiomeric ratio of these compounds can be different. Thus, the determination of enantiomers is a valuable tool to evaluate authenticity and quality of EOs. In here, the terpene profile of primary and commercial pine EOs was analyzed by conventional and chiral gas chromatography coupled to a flame ionization detector. The enantiomeric excess of ( ±)-α-pinene was determined and significant differences between primary and commercially available EOs were observed. Primary EOs of Pinus sylvestris L. showed a positive enantiomeric excess of (+)-α-pinene whereas commercial EOs labeled as P. sylvestris L. exhibited an enantiomeric excess of (−)-α-pinene. Thus, chiral analysis provides useful information on the authenticity of pine EOs and allows to uncover possible mislabeling, the use of the wrong herbal substance and sources of adulteration in pine oil.

Phytochemical Analysis of the Essential Oils From Aerial Parts of Four Scutellaria “Skullcap” Species Cultivated in South Alabama: Scutellaria baicalensis Georgi, S. Barbata D. Don, S. Incana Biehler, and S. Lateriflora L

Scutellaria (skullcap) are important medicinal plants. Scutellaria baicalensis and S.barbata have been used in Chinese traditional medicine, while S. incana and S. lateriflora were used as herbal medicines by Native Americans. In this work, the essential oils of Scutellaria baicalensis Georgi, Scutellaria barbata D. Don , Scutellaria incana Biehler, and Scutellaria lateriflora L. were obtained from plants cultivated in south Alabama and analyzed by gas chromatographic techniques, including chiral gas chromatography. The most abundant components in the Scutellaria essential oils were 1-octen-3-ol (31.2% in S. incana), linalool (6.8% in S. incana), thymol (7.7% in S. barbata), carvacrol (9.3% in S. baicalensis), ( E)-β caryophyllene (11.6% in S. baicalensis), germacrene D (39.3% in S. baicalensis), ( E)-nerolidol (10.5% in S. incana), palmitic acid (15.6% in S. barbata), phytol (19.7% in S. incana), and linolenic acid (8.0% in S. barbata). These analyses of the essential oil compositions and enantiomeric ratios of predominant aromatic molecules add to our understanding of the medicinal phytochemistry of the genus Scutellaria.

Size Effects of the Crystallite of ZSM-5 Zeolites on the Direct Catalytic Conversion of L-Lactic Acid to L, L-Lactide

ZSM-5 zeolites are commonly used as a heterogeneous catalyst for reactions. Four ZSM-5 catalysts (with various crystallite sizes and a similar ratio of Si/Al) and their ball-milling/surface-poisoning derivates were used to convert L-lactic acid to L, L-lactide. The reaction products were analyzed by three independent analytical methods (i.e., Proton nuclear magnetic resonance (1H NMR), high-pressure liquid chromatography (HPLC), and chiral gas chromatography (GC)) for determining the L, L-lactide yield and L-lactic acid conversion. A clear size effect, i.e., smaller catalysts providing better performance, was observed. Further ball-milling/surface-poisoning experiments suggested that the size effect of the ZSM-5 catalysts originated from the diffusion-controlled nature of the reaction under the investigated conditions.