CAS 1353853-39-0 Fmoc-Phe-OH-[d8] - Isotope / BOC Sciences

General Information
Catalog: BLP-001651
CAS: 1353853-39-0
Molecular Formula: C24H13D8NO4
Molecular Weight: 395.48

General Information

Catalog: BLP-001651

CAS: 1353853-39-0

Molecular Formula: C24H13D8NO4

Molecular Weight: 395.48

Chemical Structure

Description	Fmoc-Phe-OH-[d8] is the labelled analogue of L-Phenylalanine-N-FMOC. Phenylalanine is an α-amino acid essential for humans that is found in breast milk of mammals. It is commonly used as a dietary supplement.
Synonyms	N-(9-Fluorenylmethoxycarbonyl)-L-phenyl-d5-alanine-d3; L-Phenyl-d5-alanine-d3 N-Fmoc derivative; Fmoc-Phe-OH-(phenyl-d5)-2,3,3-d3; N-9-Fluorenylmethoxycarbonyl-L-phenylalanine-d8; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine-d8; NSC 334293-d8; N-FMOC-L-phenylalanine-d8; FMOC-L-Phenylalanine-d8; FMOC-L-Phe-OH-d8; L-Phenylalanine-d8-N-FMOC
IUPAC Name	(2S)-2,3,3-trideuterio-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(2,3,4,5,6-pentadeuteriophenyl)propanoic acid
Related CAS	35661-40-6 (unlabelled)
Isomeric SMILES	C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
Canonical SMILES	C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChI	InChI=1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/t22-/m0/s1/i1D,2D,3D,8D,9D,14D2,22D
InChI Key	SJVFAHZPLIXNDH-PLPXMBJESA-N
Melting Point	180-187 °C
Purity	98% atom D
Solubility	Soluble in Chloroform
Appearance	White Solid
Storage	Store at -20°C

Fmoc-Phe-OH-[d8], a deuterated variant of Fmoc-protected phenylalanine, plays a pivotal role in peptide synthesis and biochemical research. Here are the key applications of Fmoc-Phe-OH-[d8]:

Peptide Synthesis: Embedded within solid-phase peptide synthesis protocols, Fmoc-Phe-OH-[d8] integrates deuterated phenylalanine residues into peptides, facilitating the investigation of peptide structure and dynamics using techniques like NMR spectroscopy. Through isotopic labeling, researchers delve into the intricacies of peptide behavior, leveraging deuteration for heightened resolution and sensitivity in analytical pursuits.

Pharmacokinetics: Unveiling its significance in pharmacokinetic inquiries, Fmoc-Phe-OH-[d8] serves as a valuable asset for tracking and quantifying drug metabolism and distribution within living organisms. By harnessing its deuterated essence, distinguishing it from its non-deuterated counterparts, researchers gain pristine insights into the metabolic fates of phenylalanine-containing compounds, shaping a deeper comprehension of drug behavior and the optimization of therapeutic protocols.

Proteomics Research: In the realm of proteomics, Fmoc-Phe-OH-[d8] emerges as a pivotal tool for crafting labeled peptides essential for mass spectrometry-based investigations. Deuterium incorporation enables the discrimination between labeled and unlabeled peptides, facilitating quantitative proteomics explorations. This technique proves foundational in unraveling protein expression levels as well as post-translational modifications, propelling forward the understanding of intricate protein dynamics and interactions.

Stable Isotope Labeling: Across various biochemical assays mandating stable isotope labeling, Fmoc-Phe-OH-[d8] finds extensive utility. Its integration into peptides and proteins enables meticulous measurement and monitoring of biomolecular interactions and dynamics. This application proves especially fruitful in the domains of structural biology, untangling the nuances of molecular mechanisms and actions at a granular level.