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Chemical Structure| 65-82-7 Chemical Structure| 65-82-7
Chemical Structure| 65-82-7

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N-Acetyl-L-methionine is an L-methionine derivative that is nutritionally and metabolically equivalent to L-methionine. It is a superior ROS scavenger.

Synonyms: N-Acetylmethionine; N-Acetyl-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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Product Details of N-Ac-Met-OH

CAS No. :65-82-7
Formula : C7H13NO3S
M.W : 191.25
SMILES Code : CSCC[C@@H](C(O)=O)NC(C)=O
Synonyms :
N-Acetylmethionine; N-Acetyl-L-methionine
MDL No. :MFCD00064441
InChI Key :XUYPXLNMDZIRQH-LURJTMIESA-N
Pubchem ID :448580

Safety of N-Ac-Met-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of N-Ac-Met-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 65-82-7 ]

[ 65-82-7 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 65-82-7 ]
  • [ 35671-83-1 ]
References: [1] Journal of the American Chemical Society, 1958, vol. 80, p. 1465,1468.
[2] Journal of the American Chemical Society, 1982, vol. 104, # 6, p. 1612 - 1616.
[3] Canadian Journal of Chemistry, 2002, vol. 80, # 6, p. 633 - 639.
 

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