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L-Tryptophan-[13C11,15N2]

General Information
Catalog: BLP-009353
CAS: 202406-50-6
Molecular Formula: [13C]11H12[15N2]O2
Molecular Weight: 217.13
Chemical Structure
L-Tryptophan-[13C11,15N2]
Description L-Tryptophan-[13C11,15N2] is a labelled L-Tryptophan. Tryptophan is an essential amino acid obtained from diet. Tryptophan is also a precursor of the neurotransmitter serotonin and the hormone melatonin.
Synonyms L-Tryptophan-13C,15N
IUPAC Name (2S)-2-(15N)azanyl-3-(1H-indol-3-yl)(1,2,3-13C3)propanoic acid
Related CAS 73-22-3 (unlabelled)
Isomeric SMILES C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N
Canonical SMILES C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N
InChI InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1
InChI Key QIVBCDIJIAJPQS-ODOYFPBQSA-N
Melting Point 280-285°C (dec.) (lit.)
Purity 98% by HPLC; 99% atom 13C, 99% atom 15N
Storage Store at RT

L-Tryptophan-[13C11,15N2] is an isotopically labeled form of the amino acid tryptophan used in various scientific and industrial applications. Here are some key applications of L-Tryptophan-[13C11,15N2]:

Metabolic Flux Analysis: L-Tryptophan-[13C11,15N2] is invaluable in tracing metabolic pathways in research studies. By incorporating this labeled amino acid, scientists can measure and visualize the flow of carbon and nitrogen through metabolic networks. This detailed analysis provides insights into metabolic processes and can guide metabolic engineering efforts in microorganisms and plants.

Nutritional Studies: Researchers utilize L-Tryptophan-[13C11,15N2] in nutritional studies to understand protein metabolism and amino acid absorption in humans and animals. By tracking the isotopic label, it is possible to quantify dietary tryptophan utilization and its conversion into serotonin and other metabolites. This information is crucial for optimizing dietary recommendations and understanding metabolic disorders related to amino acid metabolism.

Protein Structure Elucidation: In protein structure studies, L-Tryptophan-[13C11,15N2] can be used to label specific sites within proteins for nuclear magnetic resonance (NMR) spectroscopy. The isotopic labeling helps in resolving complex NMR spectra and offers precise information about the protein's conformational dynamics and interactions. This application is key for drug design and understanding protein function at the molecular level.

Enzyme Kinetics and Mechanistic Studies: L-Tryptophan-[13C11,15N2] is utilized in enzyme kinetic studies to explore enzyme-substrate interactions and catalytic mechanisms. By following the fate of the labeled tryptophan in enzymatic reactions, researchers can gain detailed insights into reaction rates, binding affinities, and catalytic efficiency. These findings assist in the development of enzyme inhibitors and biocatalyst improvements.

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