D-methionine

Modify Date: 2024-01-02 21:54:47

D-methionine Structure
D-methionine structure
 Common Name D-methionine
CAS Number 348-67-4 Molecular Weight 149.211
Density 1.2±0.1 g/cm3 Boiling Point 306.9±37.0 °C at 760 mmHg
Molecular Formula C5H11NO2S Melting Point 273-275ºC
MSDS Chinese USA Flash Point 139.4±26.5 °C

 Use of D-methionine


Methionine (MRX-1024) is an effective chemoprotective agent which can also inhibit the neuronal activity through GABAA receptor activation.

 Names

Name D-methionine
Synonym More Synonyms

 D-methionine Biological Activity

Description Methionine (MRX-1024) is an effective chemoprotective agent which can also inhibit the neuronal activity through GABAA receptor activation.
Related Catalog
Target

GABAA receptor[1]
In Vitro The incubation of human plasma with Methionine (D-methionine) and CP leads to the formation of a Pt-D-methionine complex independent of the order of addition. In plasma, an early CP hydrolysis product reacts with Methionine to form a 1:1 complex that is followed by the formation of a 2:1 compound at a later time point. The formation of these Pt-D-methionine species plays an important role in the processes by which Methionine protects mammalian organisms against CP-induced toxicities[2].
In Vivo When Methionine (D-methionine) is administered along with cisplatin the cell density is 0.8±0.070 (SEM), significantly larger than in rats treated with only cisplatin (P<0.01) while not significantly different from controls or from animals treated only with D-methionine (P>0.05). When Methionine is administered alone the average cell density is 0.95±0.099 (SEM) and not significantly different from controls (P>0.05)[3].
Cell Assay Plasma (2.0 mL) is spiked with 81 mL of the CP stock solution, incubated at 37°C for 30 min and then 20 mL of theMethionine (D-methionine) stock solution (40.7 mg/mL) is added. The obtained mixture is analyzed after 10 min and 50 min of incubation at 37°C[2].
Animal Admin Three sham controls receive 0.9% saline instead of cisplatin. Three rats receive only cisplatin. Another three rats receive Methionine (D-methionine) 30 minutes prior to treatment with cisplatin. Injection of Methionine prior to cisplatin treatment ensures that it is already taken up before cisplatin is applied. Finally, three rats are treated only with Methionine. All 12 rats are sacrificed at day 7 post-treatment. For prescreening, two further rats are treated with cisplatin alone and sacrificed 2 or 21 days later. All rats are hydrated with 0.9% saline[3].
References

[1]. Wu C, et al. Antioxidants L-carnitine and D-methionine modulate neuronal activity through GABAergic inhibition. J Neural Transm (Vienna). 2014 Jul;121(7):683-93.

[2]. Sooriyaarachchi M, et al. Chemoprotection by D-methionine against cisplatin-induced side-effects: insight from in vitrostudies using human plasma. Metallomics. 2014 Mar;6(3):532-41.

[3]. Hinduja S, et al. D-methionine protects against cisplatin-induced neurotoxicity in the hippocampus of the adult rat. Neurotox Res. 2015 Apr;27(3):199-204.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 306.9±37.0 °C at 760 mmHg
Melting Point 273-275ºC
Molecular Formula C5H11NO2S
Molecular Weight 149.211
Flash Point 139.4±26.5 °C
Exact Mass 149.051056
PSA 88.62000
LogP 0.37
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.531
Storage condition 2~8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
PD0455000
CHEMICAL NAME :
Methionine, D-
CAS REGISTRY NUMBER :
348-67-4
LAST UPDATED :
199709
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C5-H11-N-O2-S
MOLECULAR WEIGHT :
149.23
WISWESSER LINE NOTATION :
QVYZ2S1 -D

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5223 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
ABBIA4 Archives of Biochemistry and Biophysics. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.31- 1951- Volume(issue)/page/year: 64,319,1956 *** REVIEWS *** TOXICOLOGY REVIEW JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 22,2,1974

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R33
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS PD0455000
HS Code 2930400000

 Synthetic Route

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles6

More Articles
Ectodermal-neural cortex 1 down-regulates Nrf2 at the translational level.

PLoS ONE 4(5) , e5492, (2009)

The transcription factor Nrf2 is the master regulator of a cellular defense mechanism against environmental insults. The Nrf2-mediated antioxidant response is accomplished by the transcription of a ba...
Antioxidants L-carnitine and D-methionine modulate neuronal activity through GABAergic inhibition.

J. Neural Transm. Gen. Sect. 121(7) , 683-93, (2014)

Antioxidants are well known for their neuroprotective properties against reactive oxygen species in cortical neurons and auditory cells. We recently identified L-carnitine and D-methionine to be among...
D-methionine (D-met) significantly rescues noise-induced hearing loss: timing studies.

Hear. Res. 282 , 138-144, (2011)

We have previously reported rescue from noise-induced auditory brainstem response (ABR) threshold shifts with d-methionine (d-met) administration 1 h after noise exposure. The present study investigat...

 Synonyms

R-Methionine
(R)-2-amino-4-(methylthio)butanoic acid
Methionine, D-
D-Methionin
d-Met
(2R)-2-amino-4-(methylsulfanyl)butanoic acid
(R)-methionine
D-Methionine
(R)-2-Amino-4-(methylmercapto)butyric acid (D-2-Amino-4-(methylthio)butanoic acid
EINECS 206-483-6
(2R)-2-amino-4-methylsulfanylbutanoic acid
H-D-Met-OH
MFCD00002622
H-D-Met-OEt.HCl
MRX-1024
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Related Compounds: More...
D-Methionine-d
284665-18-5
Z-D-methionine
28862-80-8
Boc-D-methionine
5242-57-9
BOC-D-Methionine
5241-66-7
Fmoc-D-methionine
112883-40-6
FMOC-D-Methionine
144701-23-5
D-methionine amide
94841-52-8
formyl-D-methionine
44978-50-9
D-methionine sulfone
41486-92-4
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