CAS: 2574-71-2; 2-Amino-3-(Methylselanyl)Propanoic Acid

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    CAS号26046-90-2 3-(甲基硒基)-L-丙氨酸

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      专利号:US-2007088086-A1
      优先权日:1999-08-16
      标题 :Method of using synthetic L-Se-methylselenocysteine as a nutriceutical and a method of its synthesis
      发明人:SPALLHOLZ JULIAN E; REID TED W; WALKUP ROBERT D
      权利人:PHARMASE INC
      摘要:A synthesis of and use for L-Se-methylselenocysteine as a nutriceutical is described, based upon the knowledge that L-Se-methylselenocysteine is less toxic than L-selenomethionine towards normal cells. The synthesis proceeds by mixing N-(tert-butoxycarbonyl)-L-serine with a dialkyl diazodicarboxylate and at least one of a trialkylphosphine, triarylphosphine, and phosphite to form a first mixture that includes N-(tert-butoxycarbonyl)-L-serine β-lactone. Methyl selenol or its salt is mixed with the N-(tert-butoxycarbonyl)-L-serine β-lactone to form a second mixture that includes N-(tert-butoxycarbonyl)-Se-methylselenocysteine. The tert-butoxycarbonyl group is removed from the N-(tert-butoxycarbonyl)-Se-methylselenocysteine to form L-Se-methylselenocysteine. This synthesis significantly improves the manufacturability, manufacturing efficiency, and utility of this naturally occurring rare form of organic-selenium. L-Se-methylselenocysteine formed, for example, in this manner may be used as a nutriceutical for supplementation into the diets of humans or animals for various beneficial purposes, such as, for example, to prevent or reduce the risk of developing cancer.

      专利号:EP-1205471-A1
      优先权日:2000-10-02
      标题:A method of using synthetic L-SE-Methylselenocysteine as a nutriceutical and a method of its synthesis
      发明人:SPALLHOLZ JULIAN E; REID TED W; WALKUP ROBERT D
      权利人:PHARMASE INC
      摘要:A synthesis of and use of L-Se-methylselenocysteine as a nutriceutical isndescribed, based upon the knowledge that L-Se-methylselenocysteine is lessntoxic than L-selenomethionine towards normal cells. The synthesis proceedsnby mixing N-(tert-butoxycarbonyl)-L-serine with a dialkyl diazodicarboxylatenand at least one of a trialkylphosphine, triarylphosphine and phosphite to formna first mixture that includes N-(tert-butoxycarbonyl)-L-serine β-lactone.nMethyl selenol or its salt is mixed with the N-(tert-butoxycarbonyl)-L-serine β-lactonento form a second mixture that includes N-(tert-butoxycarbonyl)-Se-methylselenocysteine.nThe text butoxycarbonyl group is removed from the N-(tert-butoxycarbonyl)-Se-methylselenocysteinento form L-Se-methylselenocysteine.nThis synthesis significantly improves thenmanufacturability, manufacturing efficiency and utility of this naturallynoccurring rare form of organic-selenium. L-Se-methylselenocysteine formed,nfor example, in this manner may be used as a nutriceutical for supplementationninto the diets of humans or animals for various beneficial purposes, such as, fornexample, to prevent or reduce the risk of developing cancer.

      专利号:US-8193156-B1
      优先权日:2006-05-18
      标 题:Dipeptides incorporating selenoamino acids with enhanced bioavailability—synthesis, pharmaceutical and cosmeceutical applications thereof
      发明人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; CHANDRAMOULI RENUKESHWAR H
      权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; CHANDRAMOULI RENUKESHWAR H; SAMI LABS LTD
      摘要:Disclosed is a novel synthetic method for isomeric peptides through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid. The novel synthetic method produces isomeric peptides of L-selenomethionine or Se-Methyl-L-selenocysteine that exhibit (i) enhanced water solubility; (ii) enhanced rate of dissolution in water; (iii) enhanced bioavailability; (iv) excellent vascular endothelial growth factor promoting activity; (v) excellent anti-5-alpha-reductase activity; (vi) capabilities to prevent/reduce “hair fallâ€? and promote “hair growthâ€?, thereby maintaining a perfect homeostasis for “hair careâ€?. Cosmeceutical and pharmaceutical compositions comprising the isomeric peptides obtained through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid are also disclosed. Other dipeptides with several other amino acids and uses thereof are also disclosed.

      专利号:CN-117586293-A
      优先权日:2024-01-11
      标题:A new type of organic selenium and boron reagent and its application in the synthesis of L-selenium-methylselenocysteine

      专利号:CN-117586293-B
      优先权日:2024-01-11
      标 题 :Novel organic selenium boron reagent and application thereof in synthesis of L-selenium-methyl selenocysteine

      专利号:CN-102146050-A
      优先权日:2010-02-10
      标 题:Synthesis, racemization and resolution method of selenium methyl selenocysteine

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      合成参考文献


      参考文献:10.1021/jf00055a002
      摘要:Cai X, Block E, Uden PC, Zhang X, Quimby BD, Sullivan JJ. Allium Chemistry: Identification of Selenoamino Acids in Ordinary and Selenium-Enriched Garlic, Onion, and Broccoli Using Gas Chromatography with Atomic Emission Detection. J. Agric. Food Chem. 1995 Jul;43(7):1754–7. doi: 10.1021/jf00055a002.
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