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Chemical Structure| 626-72-2 Chemical Structure| 626-72-2
Chemical Structure| 626-72-2

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H-HoCystine-OH is the oxidized form of L-homocysteine, an anti-thrombotic factor and vascular relaxation disruptor, as well as a pro-inflammatory agent, used in studying cardiovascular diseases and endoplasmic reticulum stress mechanisms.

Synonyms: L-Homocystine

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Product Details of L-Homocystine

CAS No. :626-72-2
Formula : C8H16N2O4S2
M.W : 268.35
SMILES Code : [H][C@](N)(CCSSCC[C@]([H])(N)C(O)=O)C(O)=O
Synonyms :
L-Homocystine
MDL No. :MFCD00020391

Safety of L-Homocystine

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

Application In Synthesis of L-Homocystine

* 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.

  • Downstream synthetic route of [ 626-72-2 ]

[ 626-72-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 626-72-2 ]
  • [ 2314-97-8 ]
  • [ 764-52-3 ]
YieldReaction ConditionsOperation in experiment
93% FIRST EMBODIMENTIn a 500-ml three-necked flask equipped with a liquid-ammonia cooling device, a glass stirring bar, a thermometer, and a septum rubber cap was placed 10.0 g (37.3 mmol) of L-homocystine, followed by thorough purging of the flask with nitrogen. After cooling the flask to -78 C., ammonia which had been dried by passing through a KOH tube was liquefied in the liquid-ammonia cooling device cooled on a dry ice-acetone bath, and the liquid ammonia was added in a volume of about 100 ml to L-homocystine, followed by stirring. Next, 3.58 g (156 mmol) of metallic sodium was gradually added while avoiding rise of the temperature of the mixture above -35 C. The solution (mixture) became dark blue in this step. Next, 18.2 g (93.3 mmol) of trifluoromethyl iodide weighed using a balloon was added, the mixture was stirred on a bath at -78 C. for 20 minutes, from which ammonia was gradually evaporated, the residue was dissolved in ultrapure water, and the solution was placed on an ion exchange resin DOWEX-50X8 which had been treated with hydrochloric acid. After passing a sufficient amount of ultrapure water, elution with a 2% aqueous ammonia solution was performed, and thereby yielded 14.1 g of target L-trifluoromethionine in a yield of 93%.1H-NMR (D2O, 200 MHz) delta: 2.07-2.37 (m, 2H) , 3.01 (t, 2H, J=7.6 Hz), 4.03 (t, 1H, J=6.6 Hz)19F-NMR (D2O, 188 MHz) delta: -41.3 (s)
 

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