81202-06-4

Basic information

• Product Name: L-PROLINE (1-13C)
• Synonyms: L-PROLINE (1-13C);L-PROLINE-1-13C, 99 ATOM % 13C
• CAS NO: 81202-06-4
• Molecular Formula: C5H9NO2
• Molecular Weight: 116.14
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids;Metabolic Research;Stable Isotopes;Alphabetical Listings;P
• Mol File: 81202-06-4.mol

Chemical Properties

• Melting Point: 228 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: L-PROLINE (1-13C)(CAS DataBase Reference)
• NIST Chemistry Reference: L-PROLINE (1-13C)(81202-06-4)
• EPA Substance Registry System: L-PROLINE (1-13C)(81202-06-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 81202-06-4(Hazardous Substances Data)

Upstream product

• 108395-12-6 1,2,3,4,5-⁽¹³⁾C₅,⁽¹⁵⁾N-L-glutamic acid 
• 1196980-37-6 C₁₇⁽¹³⁾C₂H₁₉NO₂ 
• 14742-26-8 [¹³C]methanol 

Relevant articles and documents

Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Enantioselective synthesis of 13C-, 15N-labeled L-proline using Oppolzer's glycine template

We have developed a stereoselective route to the synthesis of stable isotope-labeled L-proline. Alkylation of (2R)-N-{N'-[bis(methylthio)methylidine]glycyl}bornane-10,2-sultam with 3-chloro-iodopropane yielded (2R)-N-{(2'S)-2'-{[Bis(methylthio)methylidine]amino}5-chloropentan-1 -oyl}bornane-10,2-sultam. Cyclization to the imino acid occurred during the sequential removal of the α-amino protecting group and the chiral auxiliary.

Enantioselective syntheses of α-Fmoc-Pbf-[2-13C]-L- arginine and Fmoc-[1,3-13C2]-L-proline and incorporation into the neurotensin receptor 1 ligand, NT8-13

(Chemical Equation Presented) Enantioselective syntheses of selectively labeled, orthogonally protected [2-13C]-L-arginine and [1,3- 13C2]-L-proline are described from the commercially available precursors [2-13C]bromoacetic acid and potassium [ 13C]cyanide. Interestingly the enhanced signal assigned to C-2 in the 13C NMR spectrum of α-Fmoc-Pbf-[2-13C]-L-arginine was very broad at room temperature. The two Fmoc-labeled amino acids were used to prepare [2-13C]-Arg9 and [1,3-13C2]-Pro10 labeled ligand (NT8-13) by manual Fmoc-SPSS.

STABLE ISOTOPE-LABELED AMINO ACID, METHOD OF INTEGRATING THE SAME INTO TARGET PROTEIN, METHOD OF NMR STRUCTURAL ANALYSIS OF PROTEIN AND PROCESS FOR PRODUCING SITE-SELECTIVE STABLE ISOTOPE-LABELED FUMARIC ACID AND TARTARIC ACID

The present invention provides a stable isotope-labeled amino acid which is at least one of amino acids constituting a protein and which has at least one of the following labeling patterns:(a) hydrogen atoms except at least one hydrogen atom in one or more methylene groups are deuterated,(b) hydrogen atoms in one of prochiral gem-methyl groups are completely deuterated,(c) hydrogen atoms in prochiral methyl groups are partially deuterated, and(d) all hydrogen atoms except one of them in methyl group are deuterated and hydrogen atoms in the aromatic ring are partially deuterated. With the stable isotope-labeled amino acid, the deuteration of protein can be attained without damaging the NMR sensitivity of remaining hydrogen nucleus and, in addition, the rapid, accurate analysis of NMR spectrum of a high-molecular protein which is beyond the limitation in the prior art and the determination of the stereo-structure can be performed at the same time.