L-proline
Features
Product Details
Basic Information
Molecular formula: C5H9NO2
Molecular weight: 115.1305
CAS Number: 147-85-3
Function and use
1. For biochemical research, in medicine for malnutrition, protein deficiency, gastrointestinal diseases, burns and postoperative protein supplementation, etc. 2. Nutritional supplements. Flavoring agent, co-heating with sugar, undergoes amino-carbonyl reaction to generate special flavor substances. According to my country's GB 2760-86, it can be used as a spice. 3. For amino acid injection, compound amino acid infusion, food additives, nutritional supplements, etc. 4. Pharmaceutical raw materials and food additives. 5. Proline itself has chirality, so it is often used as a chiral lead reagent in the total synthesis of some natural products; at the same time, as an optically active auxiliary, proline plays an important role in asymmetric total synthesis. role [1]. Asymmetric catalysis When proline is used as a chiral catalyst, carbonyl compounds can undergo asymmetric Michael reaction, and the product is β-hydroxyaldehyde (or ketone) (Formula 1) [2~4]. Under the catalysis of L-proline, nitroso compounds can undergo α-amine oxidation reaction with carbonyl compounds (Formula 2) [5,6]. L-proline can also catalyze the asymmetric Diels-Alder reaction (Eq. 3) [7]. In addition, as a chiral catalyst for asymmetric synthesis, L-proline can also catalyze reactions such as Aldol[8~10], α-amination[11,12], and α-alkylation[13]. Catalytic synthesis of carbon-carbon and carbon-nitrogen In addition to being used as a chiral catalyst to catalyze asymmetric synthesis, proline can also be used as a ligand for copper to catalyze carbon-carbon bonds (Formula 4) [14], carbon-nitrogen bonds ( Formula 5) Formation of [15]. The formation of peptide bonds L-proline is similar to other amino acids, and can also form peptide bonds (formula 6) [16], and because the amino and carboxyl groups in the L-proline molecule are in a cis structure, it is conducive to the formation of cyclic peptides .
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