Search Thermo Fisher Scientific
元素の検索
構造の検索
Thermo Scientific Chemicals
L(-)-Proline, 99+%
L-Proline CAS 147-85-3, (synonym: (S)-Pyrrolidine-2-carboxylic acid) is a nonessential amino acid and building block of proteins that has applications such as acting as catalyst in chemical reactions.
化学物質識別子
CAS147-85-3
IUPAC Namepyrrolidine-2-carboxylic acid
Molecular FormulaC5H9NO2
InChI KeyONIBWKKTOPOVIA-UHFFFAOYNA-N
SMILESOC(=O)C1CCCN1
さらに表示
仕様
スペックシート
スペックシートRelated substances=<2.0 % (Total impurities)
Specific optical rotation-84.3° to -86.3° (20°C, 589 nm) (c=4, H2O)
Chloride (Cl)=<200 ppm
Sulfate (SO4)=<300 ppm
Arsenic (As)=<1 ppm
さらに表示
This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
General description
• L-Proline is an amino acid that is found as a component of various proteins.
Application
• L-Proline is used as asymmetric catalyst in organic synthesis and asymmetric aldol cyclization
• It is also used along with ninhydrin in chromatography
• It is involved in the Michael addition of dimethyl malonate to alfa-beta-unsaturated aldehydes
• It is used in pharmaceutical and biotechnological applications due to its osmoprotactant property
• It is precursor of hydroxyproline in collage and involved in proper functioning of joint and tendons
RUO – Research Use Only
General References:
- Northrup A B; MacMillan D W. The first direct and enantioselective cross-aldol reaction of aldehydes. J Am Chem Soc. 2002, 124 (24), 6798-6799.
- Northrup AB; Mangion IK; Hettche F; MacMillan DW. Enantioselective organocatalytic direct aldol reactions of alpha-oxyaldehydes: step one in a two-step synthesis of carbohydrates. Angew Chem Int Ed Engl. 2004, 43(16), 2152-4.
- List, B. Direct catalytic asymmetric alpha-amination of aldehydes. J Am Chem Soc. 2002, 124, 5656-5657.
- Bøgevig, A.; Juhl, K.; Kumaragurubaran, N.; Zhuang, W. and Jørgensen, K.A. Direct Organo-Catalytic Asymmetric α-Amination of Aldehydes—A Simple Approach to Optically Active α-Amino Aldehydes, α-Amino Alcohols, and α-Amino Acids. Angew. Chem. Int. Ed., 2002, 41, 1790-1793
- Sferrazza, A.; Triolo, A.; M Migneco, L.; Caminiti, R. Synthesis and Small and Wide-Angle X-Ray Scattering Characterization of L-Proline Based Chiral Ionic Liquids. Curr. Org. Chem. 2015, 19(1), 99-104.
- Shimpi, M. R.; Childs, S. L.; Boström, D.; Velaga, S. P. New cocrystals of ezetimibe with l-proline and imidazole. CrystEngComm, 2014, 16(38), 8984-8993.