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L-Histidine-[13C6,15N3,α,β,β,2,5-d5]

General Information
Catalog: BLP-009821
Molecular Formula: [13C]6D5H4[15N]3O2
Molecular Weight: 169.12
Chemical Structure
L-Histidine-[13C6,15N3,α,β,β,2,5-d5]
Description L-Histidine-[13C6,15N3,α,β,β,2,5-d5] is a labelled L-Histidine. Histidine is an α-amino acid used in the biosynthesis of proteins. Histidine is essential for humans that is metabolized to histamine.
Synonyms (S)-2-Amino-3-(4-imidazoly)propionic acid-13C6,15N3,α,β,β,2,3-d5; L-Histidine-13C6,15N3,alpha,beta,beta,2,5-d5
IUPAC Name (2S)-2-(15N)azanyl-2,3,3-trideuterio-3-(2,5-dideuterio-(1,3-15N2)1H-imidazol-4-yl)propanoic acid
Related CAS 71-00-1 (unlabelled)
Canonical SMILES C1=C(N=CN1)CC(C(=O)O)N
InChI InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1/i1D2,2D,3D,5D,7+1,8+1,9+1
InChI Key HNDVDQJCIGZPNO-KQSKDEPKSA-N
Melting Point 282°C(lit.)
Purity 95% by HPLC; 98% atom D, 99% atom 13C, 98% atom 15N

L-Histidine-[13C6,15N3,α,β,β,2,5-d5] is a stable isotope-labeled form of histidine, offering unique capabilities for a range of scientific applications. Here are some key applications of L-Histidine-[13C6,15N3,α,β,β,2,5-d5]:

Metabolic Flux Analysis: This labeled histidine is instrumental in tracing metabolic pathways in living organisms. By incorporating it into cellular systems, researchers can monitor its metabolic conversion and quantify fluxes through various pathways. This assists in understanding intracellular metabolism and identifying potential bottlenecks in metabolic networks.

Protein Structure Determination: Labeled amino acids like L-Histidine-[13C6,15N3,α,β,β,2,5-d5] are used in NMR spectroscopy to determine the structure of proteins at atomic resolution. The enriched isotopes provide specific signals that help to resolve ambiguities in protein structural data. This is crucial for elucidating protein function and for drug design studies.

Quantitative Proteomics: In mass spectrometry-based proteomics, this isotope-labeled histidine is used for precise quantification of protein abundance. It acts as an internal standard, allowing for accurate comparison of protein levels across different samples. This application is vital for biomarker discovery and understanding disease-related proteomic changes.

Enzyme Kinetics Studies: L-Histidine-[13C6,15N3,α,β,β,2,5-d5] is valuable in studying the kinetics of enzyme reactions involving histidine. By tracking the labeled isotopes, researchers can characterize enzyme-catalyzed reactions and determine kinetic parameters like reaction rates and substrate affinities. These insights are essential for enzyme engineering and therapeutic enzyme development.

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