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Fmoc-Val-OH-[d8]

General Information
Catalog: BLP-001653
CAS: 1007834-06-1
Molecular Formula: C20H13D8NO4
Molecular Weight: 347.43
Chemical Structure
Fmoc-Val-OH-[d8]
Description Fmoc-Val-OH-[d8] is the labelled analogue of Fmoc-valine. Valine is a branched-chain amino acid used in the protein biosynthesis. It is essential for animals with insulin-resistant property.
Synonyms N-(9-Fluorenylmethoxycarbonyl)-L-valine-2,3,4,4,4,5,5,5-d8; L-Valine-d8, N-Fmoc derivative; Fmoc-Val-OH-d8; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valine-2,3,4,4,4,4',4',4'-d8; L-Valine-d8-N-FMOC; FMOC-L-Valine-d8; FMOC-L-Val-OH-d8
IUPAC Name (2S)-2,3,4,4,4-pentadeuterio-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(trideuteriomethyl)butanoic acid
Related CAS 68858-20-8 (unlabelled)
Canonical SMILES CC(C)C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI InChI=1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1/i1D3,2D3,12D,18D
InChI Key UGNIYGNGCNXHTR-CHKHYCMRSA-N
Melting Point 143-145 °C
Purity 99% (CP); 98% atom D

Fmoc-Val-OH-[d8], a deuterated amino acid, plays a crucial role in peptide synthesis and metabolic investigations. Here are the key applications of Fmoc-Val-OH-[d8]:

Protein Structure and Dynamics Studies: Employed in NMR spectroscopy and mass spectrometry, Fmoc-Val-OH-[d8] enables researchers to delve into the intricacies of protein structure and dynamics. The inclusion of deuterium atoms yields unique spectral patterns, enabling precise exploration of protein folding and interactions. This detailed structural analysis is pivotal for unraveling protein function and advancing drug discovery efforts.

Peptide Synthesis: Integral to biochemical research, Fmoc-Val-OH-[d8] is utilized in the creation of deuterated peptides for studying complex pathways and interactions. Deuterated peptides serve as internal standards in mass spectrometry, facilitating accurate quantification of peptide and protein levels in proteomics investigations. This application is indispensable for conducting precise measurements in intricate biological samples.

Metabolic Studies: Serving as a tracer in metabolic research, Fmoc-Val-OH-[d8] aids in monitoring amino acid utilization and turnover in living organisms. By integrating deuterated amino acids, scientists can track metabolic fluxes and assess rates of synthesis and degradation. This metabolic information is essential for unraveling the complexities of metabolic disorders and designing targeted interventions to address nutritional imbalances.

Pharmaceutical Research: In the realm of drug development, deuterated compounds like Fmoc-Val-OH-[d8] play a vital role in enhancing pharmaceutical stability and efficacy. The presence of deuterium atoms prolongs the metabolic breakdown of drugs, leading to sustained therapeutic effects. This application contributes to the creation of new medications with improved pharmacological profiles, paving the way for enhanced patient outcomes and therapeutic advancements.

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