13010-53-2

Usage

Uses

Used in Human Development:
L-Methionine-methyl-d3 is used as an essential amino acid for human development, playing a crucial role in the growth and maintenance of tissues and cells.
Used in Hepatoprotection:
L-Methionine-methyl-d3 is used as a hepatoprotectant, which means it helps protect the liver from damage and supports its overall health.
Used in Antidote for Acetaminophen Poisoning:
L-Methionine-methyl-d3 is used as an antidote for acetaminophen poisoning, aiding in the detoxification process and reducing the risk of liver damage.
Used in Urinary Acidification:
L-Methionine-methyl-d3 is used as a urinary acidifier, which helps regulate the pH level of urine and can be beneficial for certain medical conditions.
Used in Research and Diagnostics:
L-Methionine-methyl-d3 is used as a stable isotope tracer in research and diagnostics, allowing for the tracking and analysis of metabolic pathways and biochemical processes involving L-Methionine.
Used in Pharmaceutical Industry:
L-Methionine-methyl-d3 is used as a labeled compound in the pharmaceutical industry for the development and testing of new drugs, as well as for quality control and assurance purposes.
Used in Nutritional Supplements:
L-Methionine-methyl-d3 is used as an ingredient in nutritional supplements, providing a stable isotope-labeled source of the essential amino acid for various health and performance benefits.
Chemical Properties:
L-Methionine-methyl-d3 is a white solid, which is a common physical form for many amino acids and their derivatives.

Synthetic route

C9H17(2)H3NO2S(1+)*C7H7O3S(1-) → L-2H3>methionine (13010-53-2)

L-2H3>methionine (13010-53-2) + ATP (56-65-5) → S-adenosyl-L-[methyl-2H3]methionine (68684-40-2)

Conditions	Yield
With pyrophosphatase; ethylenediaminetetraacetic acid; AdoMet synthetase lysate; tris hydrochloride; 2-hydroxyethanethiol at 25℃; pH=8.0;	87.9%
With SAM synthetase overexpressed by E. coli strain DM22-(pK8); magnesium chloride In acetonitrile at 20℃; for 5h; pH=8; Enzymatic reaction;

L-2H3>methionine (13010-53-2) → 22-dihydrochondrillasterol (521-03-9, 6869-99-4, 18525-35-4, 18725-34-3, 21632-38-2) + 22-dihydro-25-dehydrochondrillasterol (6785-58-6, 18070-04-7, 34350-87-3, 54323-81-8, 62741-94-0)

Conditions	Yield
With Trichosanthes kirilowii In water for 240h; Mechanism;	A 0.8 mg B 0.4 mg

L-2H3>methionine (13010-53-2) + Trichosanthes kirilowii → 22-dihydrochondrillasterol (521-03-9, 6869-99-4, 18525-35-4, 18725-34-3, 21632-38-2) + 22-dihydro-25-dehydrochondrillasterol (6785-58-6, 18070-04-7, 34350-87-3, 54323-81-8, 62741-94-0)

Conditions	Yield
In water for 240h;	A 0.8 mg B 0.4 mg

L-2H3>methionine (13010-53-2) + Leptosphaeria maculans (Desm.) Ces. et de Not., asexual stage Phoma lingam (Tode ex Fr.) Desm., isolate Maifair 2 → C14H6(2)H12O3

Conditions	Yield
With minimal essential medium for 144h;

L-glutamine (56-85-9) + L-2H3>methionine (13010-53-2) → [2H3-Me]-γ-glutamyl-L-methionine

Conditions	Yield
With Penicillium roquefortii 1812 In water at 25℃; for 480h; Enzymatic reaction;

carbon dioxide (124-38-9) + L-2H3>methionine (13010-53-2) → C19H20(2)H3N6O11P

Conditions	Yield
Stage #1: carbon dioxide; L-2H3>methionine With hydrogen at 65℃; pH=6; Microbiological reaction; aq. mineral salt medium; Stage #2: With ammonia; 2-hydroxyethanethiol In methanol; water at 40℃; for 0.25h; Inert atmosphere; Stage #3: With water Photolysis; Cooling with ice; Alkaline conditions;

L-2H3>methionine (13010-53-2) + 5'-deoxy-5'-chloroadenosine (892-48-8) → S-adenosyl-L-[methyl-d3]-methionine

Conditions	Yield
With enzyme SalL (Salinospora tropica); Cleland's reagent; BSA In aq. phosphate buffer at 37℃; for 7h; pH=6.5; Enzymatic reaction;

L-2H3>methionine (13010-53-2) + C10H12(2)H4N5O13P3 → CD3-5′,5′,4′,3′-D4-SAM

Conditions	Yield
With SAM synthetase overexpressed by E. coli strain DM22-(pK8); magnesium chloride In acetonitrile at 20℃; for 5h; pH=8; Enzymatic reaction;

Upstream product

• 865-50-9 iodomethane-d3 
• 18265-50-4 DL-homocysteine thiolactone hydrochloride 

Downstream Products

• 521-03-9 22-dihydrochondrillasterol 
• 6785-58-6 22-dihydro-25-dehydrochondrillasterol 

Relevant academic research and scientific papers

Biosynthetic Studies of Marine Lipids. 4. Mechanism of Side Chain Alkylation in (E)-24-Propylidenecholesterol by a Chrysophyte Alga

A photosynthetic marine Chrysophyte (unicellular alga) was cultured in a medium containing labeled methionine (methyl-13C, methyl-d3).The 2H and 13C distribution in the alkyl substituents of the sterols was determined by 2H and 13C NMR.Although two novel cyclopropyl sterols - (24R,28R)- and (24S,28R)-24,28-methylene-5-stigmasten-3β-ol - and their ring opening products were found as trace sterols in the alga, the results of 2H NMR indicate that the substituent in the side chain of the main sterol ((E)-24-propylidenecholesterol) is not formed by ring opening of these cyclopropyl sterols.Instead, the main sterol is most likely formed by further alkylation of a 24-vinyl sterol which has so far not been been encountered in nature.Other novel sterols encountered in the Chrysophyte belong to the rare classes of Δ23, 14α-methyl, and Δ8(14),15-diene sterols.

Method for efficiently preparing deuterated iodomethane and application of deuterated iodomethane

The invention discloses a method for efficiently preparing deuterated iodomethane and an application of the deuterated iodomethane; according to the method, deuterated methanol and iodine elementary substance are used as reaction raw materials, in a hydrogen atmosphere, a transition metal catalyst and a ligand are added, and the deuterated iodomethane is generated in situ at the temperature of 0 DEG C-120 DEG C. The application is the application of deuterated iodomethane as a methylation reagent in preparation of S-(methyl-D3)homocysteine, and mainly comprises the steps: carrying out methylation reaction on a compound a, namely (t-butyloxycarboryl)-L-homocysteine methyl ester and deuterated iodomethane in an organic solvent under the action of a base catalyst to obtain a product b; and performing deprotection on the product b to obtain a target product c, namely S-(methyl-D3)homocysteine. Anhydrous hydrogen iodide is prepared through catalysis of a transition metal catalyst, the anhydrous hydrogen iodide and deuterated methanol directly react through a one-pot method to obtain deuterated iodomethane with the high yield (88%), and the deuterated iodomethane serves as a deuterated methyl reagent to prepare S-(methyl-D3)homocysteine with the high deuterium doping rate and the yield (75%). The method is simple and easy to operate, and reaction conditions are mild.

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.

Rationally engineered variants of S-adenosylmethionine (SAM) synthase: Reduced product inhibition and synthesis of artificial cofactor homologues

S-Adenosylmethionine (SAM) synthase was engineered for biocatalytic production of SAM and long-chain analogues by rational re-design. Substitution of two conserved isoleucine residues extended the substrate spectrum of the enzyme to artificial S-alkylhomocysteines. The variants proved to be beneficial in preparative synthesis of SAM (and analogues) due to a much reduced product inhibition. This journal is