L-Proline,2-(1-naphthalenylmethyl)-
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L-Proline,2-(1-naphthalenylmethyl)-

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Category
Cyclic Amino Acids
Catalog number
BAT-014152
CAS number
637020-97-4
Molecular Formula
C16H17NO2
Molecular Weight
255.31
L-Proline,2-(1-naphthalenylmethyl)-
IUPAC Name
(2R)-2-(naphthalen-1-ylmethyl)pyrrolidine-2-carboxylic acid;hydrochloride
Synonyms
1-(1-Naphthylmethyl)-D-proline; (R)-alpha-(1-naphthalenylmethyl)-proline
Related CAS
1049727-53-8 (hydrochloride)
Density
1.2±0.1 g/cm3
Boiling Point
439.5±38.0 °C at 760 mmHg
InChI
InChI=1S/C16H17NO2.ClH/c18-15(19)16(9-4-10-17-16)11-13-7-3-6-12-5-1-2-8-14(12)13;/h1-3,5-8,17H,4,9-11H2,(H,18,19);1H/t16-;/m1./s1
InChI Key
GRQIHOFBGXIZHC-PKLMIRHRSA-N
Canonical SMILES
C1CC(NC1)(CC2=CC=CC3=CC=CC=C32)C(=O)O.Cl
1. Beneficial effect of L-Proline supplementation on the quality of human spermatozoa
Mojtaba Moradi, Bahareh Moradi, Amir Hossein Hashemian, Mitra Bakhtiari, Mozafar Khazaei, Farzaneh Esmaeili, Faranak Aghaz, Azita Faramarzi Andrologia. 2022 Sep;54(8):e14486. doi: 10.1111/and.14486. Epub 2022 Jun 18.
L-Proline is a natural anti-oxidative and osmoprotectant agent, playing a versatile role in cell metabolism and physiology. The present study aimed to explore the antioxidant effects of L-Proline on human sperm function during incubation. Thirty healthy, normozoospermic men (27-40 years) were enrolled. Sperm samples were incubated in an unsupplemented sperm medium (control group), or supplemented with L-Proline (1, 2 and 4 mmol/L) to evaluate its effect during 0, 1, 4 and 24 h of incubation. Sperm were assessed in terms of motility, viability, morphology, chromatin and DNA integrity. Moreover, the levels of reactive oxygen species (ROS), malondialdehyde (MDA), and total antioxidant capacity (TAC) were determined in the sperm medium. The results indicated that 2 mmol/L of L-Proline significantly improved the maintenance of sperm motility, viability, normal morphology, chromatin and DNA integrity, and TAC levels compared to the control group during 24 h of incubation (p < 0.05). However, 1 and 4 mmol/L of L-Proline could not significantly preserve sperm parameters, chromatin quality, and antioxidant status during different incubation times compared to the control group (p > 0.05). Collectively, the inclusion of L-Proline (2 mmol/L) in the human sperm medium maintains sperm parameters and chromatin quality probably by modulating the oxidative status.
2. Photocatalytic activity of visible-light-driven L-Proline-TiO2/BiOBr nanostructured materials for dyes degradation: The role of generated reactive species
Parisa Eskandari, Ehsan Amarloo, Hadis Zangeneh, Mashallah Rezakazemi, Mohammad Reza Zamani, Tejraj M Aminabhavi J Environ Manage. 2023 Jan 15;326(Pt B):116691. doi: 10.1016/j.jenvman.2022.116691. Epub 2022 Nov 17.
L-Proline (2%)-TiO2/BiOBr (30%) nanocomposite was synthesized to obtain high photocatalytic performance in the visible light region and infrared radiation(IR) for methylene blue (MB) and congo red (CR) removal from the contaminated wastewater. L-Proline (2%)-TiO2/BiOBr (30%) photocatalyst with strong absorption near IR wavelength and high charge separation ability was fabricated for the first time. X-ray diffraction (XRD), Fourier transform infrared (FTIR), field-emission scanning electron microscope (FESEM)/Energy Dispersive X-ray (EDX), UV-Vis diffuse reflectance spectrum (DRS), photoluminescence (PL) and Brunauer-Emmett-Teller (BET) characterization techniques show that the visible driven nanocomposite was successfully synthesized. According to the UV-DRS analysis, the estimated band gaps for the L-proline (2%)-TiO2 and L-Proline (2%)-TiO2/BiOBr (30%) nanostructures were respectively 2.3 eV and 2.1 eV.The nanoparticles exhibited enhanced photocatalytic activity (93-100%) and high mineralization efficiency (71-89% TOC removal) for both the dyes. The best photocatalytic activity was achieved by adding 2 wt% of L-Proline and 30 wt% of BiOBr into TiO2 sol. Response surface methodology (RSM) was employed to find significant parameters and their optimum values for maximum degradation, which show pH, dye concentration, irradiation time, and catalyst dosage for both the dyes are significant. The best photocatalytic degradation efficiency was achieved at the optimum conditions of pH = 7.7, catalyst dosage = 0.71 g/L, irradiation time = 142 and dye concentration = 11 mg/L for MB. Scavenger study showed that ·OH radicals are responsible for the degradation process.
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