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L-Proline-[13C5,15N]

General Information
Catalog: BLP-009345
CAS: 202407-23-6
Molecular Formula: [13C]5H9[15N]O2
Molecular Weight: 121.09
Chemical Structure
L-Proline-[13C5,15N]
Description L-Proline-[13C5,15N] is a labelled L-Proline. Proline is the only proteinogenic amino acid with a secondary amine. It can be used as an asymmetric catalyst in proline organocatalysis reactions.
Synonyms (S)-Pyrrolidine-2-carboxylic acid-13C5,15N
IUPAC Name (2S)-(2,3,4,5-13C4,1-15N)azolidine-2-carboxylic acid
Related CAS 147-85-3 (unlabelled)
Canonical SMILES C1CC(NC1)C(=O)O
InChI InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1
InChI Key ONIBWKKTOPOVIA-XAFSXMPTSA-N
Melting Point 228°C (dec.) (lit.)
Purity 98% by HPLC; 99% atom 13C, 99% atom 15N
Storage Store at RT

L-Proline-[13C5,15N], a stable isotope-labeled amino acid, is a versatile tool for studying metabolic pathways and protein dynamics in research applications. Here are the key applications of L-Proline-[13C5,15N]:

Metabolic Flux Analysis: Widely utilized for tracing metabolic pathways in cells, L-Proline-[13C5,15N] integrates isotope-labeled carbon and nitrogen into metabolites. Researchers can dissect these labeled metabolites using mass spectrometry to map the flow of carbon and nitrogen within metabolic networks. This approach illuminates cellular metabolism and pinpoints metabolic bottlenecks crucial for optimizing bioprocessing efficiency.

Protein Structure Studies: By incorporating L-Proline-[13C5,15N] into proteins, investigators harness nuclear magnetic resonance (NMR) spectroscopy to probe protein folding dynamics and interactions. The distinctive NMR signals provided by isotope labeling enable real-time monitoring of structural transitions in proteins. This deep dive is indispensable for deciphering protein functionality and discerning the impact of mutations on protein stability.

Quantitative Proteomics: Integral to quantitative proteomics, L-Proline-[13C5,15N] facilitates precise measurement of protein abundance in complex samples. Employing methodologies like isotope-coded affinity tags (ICAT) or stable isotope labeling by amino acids in cell culture (SILAC), researchers can compare protein expression levels across diverse conditions. This application is pivotal for pinpointing biomarkers and unraveling cellular responses to varied stimuli, shedding light on complex biological processes.

Drug Metabolism Studies: In pharmacokinetics research, L-Proline-[13C5,15N] is a cornerstone for investigating the metabolism and biodistribution of proline-based drugs. By tracking the labeled amino acid in biological systems, scientists gain critical insights into drug absorption, distribution, metabolism, and excretion (ADME). This knowledge is invaluable for refining pharmaceutical formulations and enhancing drug efficacy.

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