54793-54-3

Basic information

• Product Name: L-PHENYLALANINE-2-D1
• Synonyms: L-PHENYLALANINE-2-D1
• CAS NO: 54793-54-3
• Molecular Formula: C9H10DNO2
• Molecular Weight: 166.2
• Mol File: 54793-54-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-PHENYLALANINE-2-D1(CAS DataBase Reference)
• NIST Chemistry Reference: L-PHENYLALANINE-2-D1(54793-54-3)
• EPA Substance Registry System: L-PHENYLALANINE-2-D1(54793-54-3)

Safety Data

• Hazardous Substances Data: 54793-54-3(Hazardous Substances Data)

Upstream product

• 63-91-2 L-phenylalanine 
• 35656-93-0 perdeuteriobenzyl bromide 
• 13127-88-3 phenol-d6 
• 284664-89-7 [phenyl-²H₅]-phenylalanine 
• 159753-90-9 C₁₆H₁₃⁽²⁾H₄NO₃ 
• 62595-14-6 <2',3',5',6'-2H4>-L-tyrosine 
• 159753-87-4 C₂₃H₁₇⁽²⁾H₄N₅O₃ 
• 159753-89-6 C₁₆H₁₅⁽²⁾H₂NO₃ 
• 57746-15-3 <2',6'-2H2>-L-tyrosine 
• 159753-86-3 C₂₃H₁₉⁽²⁾H₂N₅O₃ 
• 123052-86-8 C₂₀H₂₃⁽²⁾H₇N₂O₃ 
• 123052-95-9 tert-butyl (2R,5S)-2-(tert-butyl)-5-deuterio-5-(heptadeuteriobenzyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate 
• 2037-26-5 ⁽²⁾H₈-toluene 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 

Downstream Products

• 1613482-78-2 C₁₈H₁₂⁽²⁾H₅NO₄ 
• 1309470-48-1 C₉H₄⁽²⁾H₇NO₂ 
• 1309470-45-8 C₉H₅⁽²⁾H₆NO₂ 
• 17901-93-8 benzaldehyde-d6 

Relevant articles and documents

Preparation of Deuterium Labeled Compounds by Pd/C-Al-D2O Facilitated Selective H-D Exchange Reactions

The chemo/regioselective H-D exchange of amino acids and synthetic building blocks by an environmentally benign Pd/C-Al-D2O catalytic system is described. Due to the importance of isotope labeled compounds in medicinal chemistry and structural biology, no

Synthetic method of stable isotope deuterium-labeled alpha-amino acid

The invention relates to a synthetic method of stable isotope deuterium-labeled alpha-amino acid. According to the method, one or more deuterium-labeled halides are taken as labeled precursors and subjected to a reaction with phthalimide dimethyl malonate sodium salt, one or more deuterium-substituted phthalimide dimethyl malonate is obtained, and after hydrolysis, stable isotope deuterium-labeledalpha-amino acid is obtained. Compared with the prior art, the synthetic method is simple, safe and reliable, chemical purity of a product after simple separation and purification reaches 99% or higher, isotope abundance is 99% or higher, and the method can be applied to fields of protein metabolism tracing, food safety testing and the like.

Determination of molecular torsion angles using nuclear singlet relaxation

The exponential relaxation time constant, TS , of a nuclear singlet state is influenced by the proximity of neighboring NMR-active nuclei. For methylene groups in particular this dependence is much stronger than the case for other NMR relaxation constants, including the conventional relaxation time constant, T1 , of the longitudinal magnetization. This sensitivity provides a new route for determining torsional angles plus other molecular structural details in the isotropic solution phase.

AROMATIC AMINO ACID LABELED WITH STABLE ISOTOPE, METHOD FOR INCORPORATING THE SAME INTO TARGET PROTEIN AND METHOD FOR ANALYZING PROTEIN STRUCTURE USING NMR

The present invention herein provides, for instance, a stable isotope-labeled phenylalanine wherein a carbon atom of the phenyl group linked to an amino acid residue is 13C, 2 to 4 carbon atoms of the remaining 5, carbon atoms constituting the

NMR assignment methods for the aromatic ring resonances of phenylalanine and tyrosine residues in proteins

The unambiguous assignment of the aromatic ring resonances in proteins has been severely hampered by the inherently poor sensitivities of the currently available methodologies developed for uniformly 13C/ 15N-labeled proteins. Especi

STABLE ISOTOPE-LABELED AMINO ACID, METHOD OF INTEGRATING THE SAME INTO TARGET PROTEIN, METHOD OF NMR STRUCTURAL ANALYSIS OF PROTEIN AND PROCESS FOR PRODUCING SITE-SELECTIVE STABLE ISOTOPE-LABELED FUMARIC ACID AND TARTARIC ACID

The present invention provides a stable isotope-labeled amino acid which is at least one of amino acids constituting a protein and which has at least one of the following labeling patterns:(a) hydrogen atoms except at least one hydrogen atom in one or more methylene groups are deuterated,(b) hydrogen atoms in one of prochiral gem-methyl groups are completely deuterated,(c) hydrogen atoms in prochiral methyl groups are partially deuterated, and(d) all hydrogen atoms except one of them in methyl group are deuterated and hydrogen atoms in the aromatic ring are partially deuterated. With the stable isotope-labeled amino acid, the deuteration of protein can be attained without damaging the NMR sensitivity of remaining hydrogen nucleus and, in addition, the rapid, accurate analysis of NMR spectrum of a high-molecular protein which is beyond the limitation in the prior art and the determination of the stereo-structure can be performed at the same time.

Synthesis of phenylalanines regiospecifically labelled with deuterium in the aromatic ring

Phenylalanines regiospecifically labelled with deuterium in the aromatic ring can be prepared through the hydrogenolysis of tyrosine tetrazolyl ethers using D2 gas and a medium pressure catalytic hydrogenator.

PROPERTIES OF AROMATIC RESIDUES IN FERRICYTOCHROME c3 OF DESULFOVIBRIO VULGARIS MIYAZAKI F STUDIED BY 1H NMR

Conditions for the specific labelling of the tetrahaeme protein cytochrome c3 of Desulfovibrio vulgaris Miyazaki F during culture of this sulphate-reducing bacterium in a medium were established.Phenylalanine and tyrosine residues were specific

Synthesis of Nonproteinogenic (R)- or (S)-Amino Acids. - Analogues of Phenylalanine, Isotopically Labelled and Cyclic Amino Acids from tert-Butyl 2-(tert-Butyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate (Boc-BMI)

The enantiomerically pure glycine derivatives (R)- and (S)-Boc-BMI, commercially available on a kg scale, are used as starting materials (Scheme 1) for the preparation of (i) open-chain amino acids such as α-deuterio amino acids (4,5), β-arylalanines (2), aspartic acid derivatives (6, 7a, 8), or ω-halo amino acids (7b,c, 12, 13, 16, 17, 19, 22), (ii) of α-aminocycloalkanecarboxylic acids (9, 11), and (iii) of heterocyclic α-amino acids (14, 15, 18, 20) containing azetidine, pyrrolidine, piperidine or perhydroazepine rings.Inversion by deprotonation/protonation ordeuteration allows to prepare either enantiomer of an amino acid from the same Boc-BMI enantiomer (Scheme 5).Effects of additives such as the cyclic urea DMPU, lithium salts, or secondeary amines upon the reactivity of lithium enolates are discussed and, in part, exploited.

Side chain conformations of oxytoxin and vasopressin studied by NMR observation of isotopic isomers

The side chain conformations of several residues of oxytocin and left bracket 8-arginine right bracket vasopressin are compared by using measurements of the circumjacent vicinal couplings of **1H** alpha , **1**3C prime , and **1**5N prime to beta protons