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Chemical Structure| 63-68-3 Chemical Structure| 63-68-3

Structure of L-Methionine
CAS No.: 63-68-3

Chemical Structure| 63-68-3

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L-Methionine is an essential sulfur-containing, free-form amino acid, acts as an antioxidant promoter, and contributes to the synthesis of S-adenosyl-L-methionine (SAMe).

Synonyms: L-Methionine

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Product Citations

Product Citations

Behymer, Matthew M. ; Mo, Huaping ; Fujii, Naoaki ; Suresh, Vallabh ; Chan, Adriano ; Lee, Jangweon , et al.

Abstract: The development of rapidly acting cyanide countermeasures using i.m. injection (IM) represents an unmet medical need to mitigate toxicant exposures in mass casualty settings. Previous work established that cisplatin and other platinum(II) or platinum(IV)-based agents effectively mitigate cyanide toxicity in zebrafish. Cyanide′s in vivo reaction with platinum-containing materials was proposed to reduce the risk of acute toxicities. However, cyanide antidote activity depended on a formulation of platinum-chloride salts with DMSO (DMSO) followed by dilution in phosphate-buffered saline (PBS). A working hypothesis to explain the DMSO requirement is that the formation of platinum-sulfoxide complexes activates the cyanide scavenging properties of platinum. Preparations of isolated NaPtCl5-DMSO and Na (NH3)2PtCl-DMSO complexes in the absence of excess DMSO provided agents with enhanced reactivity toward cyanide in vitro and fully recapitulated in vivo cyanide rescue in zebrafish and mouse models. The enhancement of the cyanide scavenging effects of the DMSO ligand could be attributed to the activation of platinum(IV) and (II) with a sulfur ligand. Unfortunately, the efficacy of DMSO complexes was not robust when administered IM. Alternative Pt(II) materials containing sulfide and amine ligands in bidentate complexes show enhanced reactivity toward cyanide addition The cyanide addition products yielded tetracyanoplatinate(II), translating to a stoichiometry of 1:4 Pt to each cyanide scavenger. These new agents demonstrate a robust and enhanced potency over the DMSO-containing complexes using IM administration in mouse and rabbit models of cyanide toxicity. Using the zebrafish model with these Pt(II) complexes, no acute cardiotoxicity was detected, and dose levels required to reach lethality exceeded 100 times the ED. Data are presented to support a general chem. design approach that can expand a new lead candidate series for developing next-generation cyanide countermeasures.

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Alternative Products

Product Details of L-Methionine

CAS No. :63-68-3
Formula : C5H11NO2S
M.W : 149.21
SMILES Code : O=C(O)[C@@H](N)CCSC
Synonyms :
L-Methionine
MDL No. :MFCD00063097
InChI Key :FFEARJCKVFRZRR-BYPYZUCNSA-N
Pubchem ID :6137

Safety of L-Methionine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P501-P270-P264-P301+P312+P330

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
HCT116 cells 0 or 100 μM 24 hours To evaluate the effect of methionine restriction on cell proliferation, results showed that methionine restriction inhibited cell proliferation. Nature. 2019 Aug;572(7769):397-401
CRC119 primary cells 0 or 100 μM 24 hours To evaluate the effect of methionine restriction on cell proliferation, results showed that methionine restriction inhibited cell proliferation. Nature. 2019 Aug;572(7769):397-401
H3K27MPP cells 150 μmol/L 5 days Evaluate the effect of methionine deprivation on cell viability, results showed a 75% reduction in viability of H3K27MPP cells under methionine deprivation Nat Cancer. 2022 May;3(5):629-648
Mutu I cells 1 μM 72 hours induced LMP1 and LMP2 expression Cell Metab. 2022 Sep 6;34(9):1280-1297. e9
Rael cells 10 μM 72 hours induced EBV lytic gene expression Cell Metab. 2022 Sep 6;34(9):1280-1297. e9
P3HR-1 cells 10 μM 72 hours induced LMP1 expression Cell Metab. 2022 Sep 6;34(9):1280-1297. e9
HEK293T cells 100 μM 20 minutes To study the interaction between PRMT1 and the GATOR1 complex. Results showed that methionine stimulation enhanced the interaction between PRMT1 and GATOR1. Cell Metab. 2023 Dec 5;35(12):2183-2199. e7
HEK293 cells 100 μM 20 minutes To investigate the role of PRMT1 in regulating mTORC1 signaling upon methionine stimulation. Results showed that PRMT1 deficiency impaired methionine-induced mTORC1 activation. Cell Metab. 2023 Dec 5;35(12):2183-2199. e7
hepatocytes 1mM 48 hours To investigate the effect of SAMe and methionine on autophagy flux, it was found that high concentrations of SAMe and methionine inhibited autophagy flux. J Hepatol. 2016 Feb;64(2):409-418

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice C57BL/6J mice Diet 0.12% (w/w) Continued for 3 weeks To evaluate the effect of methionine restriction on tumor growth, results showed that methionine restriction inhibited tumor growth. Nature. 2019 Aug;572(7769):397-401
Mice Aged mice Oral 0.84% or 0.18% For 2 consecutive days To investigate the role of PRMT1 in regulating insulin sensitivity under methionine restriction diet. Results showed that inhibition of PRMT1 improved insulin sensitivity in aged mice. Cell Metab. 2023 Dec 5;35(12):2183-2199. e7
NSG mice Burkitt lymphoma xenograft model Dietary 0.086% w/w For 2 weeks Reduced plasma and tumor methionine levels, de-repressed EBV antigens Cell Metab. 2022 Sep 6;34(9):1280-1297. e9
Mus musculus C57BL/6 H3K27MPP cell transplantation model Diet 0.12% methionine diet Continued until the end of the experiment Evaluate the effect of methionine-restricted diet on survival, results showed that methionine restriction significantly extended survival Nat Cancer. 2022 May;3(5):629-648

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.70mL

1.34mL

0.67mL

33.51mL

6.70mL

3.35mL

67.02mL

13.40mL

6.70mL

Dissolving Methods
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
 

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