CAS: 1145-80-8; Z-Ser-Oh

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Dicyclohexylamine Salt Of N-Hydroxysuccinimide置于碳酸氢钠体系中,用 氯仿,水,丙酮 用作溶剂,化学反应生成N-苄氧羰基-L-丝氨酸
参考文献:Introduction Of 9-Fluorenylmethyloxycarbonyl,Trichloroethoxycarbonyl,And Benzyloxycarbonyl Amine Protecting Groups Into O-Unprotected Hydroxyamino Acids Using Succinimidyl Carbonates
标题:Introduction Of 9-Fluorenylmethyloxycarbonyl,Trichloroethoxycarbonyl,And Benzyloxycarbonyl Amine Protecting Groups Into O-Unprotected Hydroxyamino Acids Using Succinimidyl Carbonates
摘要:9-氟基甲基琥珀酰亚胺基,五氯苯基和苯并三唑-1-基碳酸酯被制备,并与l-丝氨酸和l-丝氨酸苄酯的反应性进行了比较.最有效的试剂,9-氟基甲基琥珀酰亚胺基碳酸酯,被用于高产率制备其他羟基氨基酸和羟基氨基酸酯的9-氟基甲氧羰基衍生物.描述了三氯乙基和苄基琥珀酰亚胺基碳酸酯的使用,用于将羟基氨基酸及其酯有效转化为相应的n-三氯乙氧羰基和苄氧羰基衍生物.
Doi:10.1139/v82-146

专利信息

专利号:WO-2010103857-A1
优先权日:2009-03-12
标 题 :Method for solid-phase synthesis of glycopeptide using silicon-containing protecting group and synthesis device
发明人：NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
权利人:UNIV HOKKAIDO NAT UNIV CORP; NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
摘要:Disclosed are a novel method for the synthesis of a glycopeptide by which glycopeptides of various types can be deprotected and excised from a resin, each under weakly acidic to weakly basic conditions, without causing the problems of the epimerization of an amino acid at the a-position and the ß-elimination of a sugar residue; a synthesis device therefor; and a synthesis intermediate to be used in synthesizing a glycopeptide. Specifically disclosed are a method for the solid-phase synthesis of a glycopeptide which comprises a step for obtaining a glycopeptide derivative wherein the N-terminus is protected, the C-terminus is immobilized to a solid phase via a silicon linker, and a reactive group carried by a sugar residue and a reactive group carried by an amino acid side chain constituting a peptide are protected by silicon-containing groups, and a step for obtaining the glycopeptide by deprotecting said glycopeptide derivative and releasing the same from the solid phase by treating the glycopeptide derivative with an agent for removing the silicon-containing groups and the silicon linker; a synthesis intermediate to be used in the step for obtaining the glycopeptide derivative in the aforesaid method; and a device for the solid-phase synthesis of a glycopeptide.

专利号:US-11414375-B2
优先权日:2016-07-29
标题:Mild and efficient preparation method for α-acyloxyenamide compounds and use thereof in synthesis of amide and polypeptide
发明人：ZHAO JUNFENG; HU LONG; XU SILIN; ZHAO ZHENGUANG
权利人:UNIV JIANGXI NORMAL
摘要:Disclosed are a mild and efficient preparation method for an α-acyloxyenamide compound and a use thereof in the synthesis of an amide and a polypeptide. The α-acyloxyenamide compound is obtained by an addition reaction of a ynamide and a carboxylic acid in dichloromethane under conditions where the temperature is 0° C. to 50° C.; the produced α-acyloxyenamide compound can react with an amine compound to produce an amide or a polypeptide; the two reactions can be carried out step by step, and can also be carried out in one pot. According to the invention, the reaction conditions are mild and no metal catalyst is required; when the carboxylic acid, which has chirality on an alpha site of carboxyl, forms an amide bond or a peptide bond, no racemization occurs; and the operation is simple and the application range is wide.

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:WO-2009080631-A2
优先权日:2007-12-21
标 题 :Chemo-enzymatic synthesis of a c-terminal aryl amide of an amino acid or peptide
发明人：QUAEDFLIEG PETER JAN LEONARD MARIO; NUIJENS TIMO; CUSAN CLAUDIA
权利人:DSM IP ASSETS BV; QUAEDFLIEG PETER JAN LEONARD MARIO; NUIJENS TIMO; CUSAN CLAUDIA
摘要:The present invention relates to a method for preparing an aryl amide, comprising reacting an aryl amine with a compound selected from N-protected amino acids and optionally N-protected peptides in the presence of a hydrolytic enzyme. The invention further relates to the use of a compound obtained in a method according to the invention in the manufacture of a diagnostic. In addition the invention relates to the use of a compound obtained in a method according to the invention as a substrate for a proteolytic enzyme.

专利号:US-4691008-A
优先权日:1984-03-27
标 题:Process for the low-racemization preparation of peptide intermediates of the synthesis of gonadorelin and gonadorelin analogs, and new intermediates for this process
发明人：UHMANN RAINER; RADSCHEIT KURT
权利人:HOECHST AG
摘要:The invention relates to a process for the preparation of peptides of the formula I U-A1-A213 A3-A4-A5-X (I) in which U denotes a urethane protective group, A1 denotes Trp or D-Trp, A2 denotes Ser, Ala or Thr, A3 denotes Tyr or Phe, A4 denotes Gly, the residue of a D-amino acid or the residue of a D-amino acid derivative, A5 denotes Leu, N-methyl-Leu, N-ethyl-Leu, Ser(But), Cys(But), Asp(OBut), Glu(OBut), Orn(Boc) or Lys(Boc) and X denotes OBut or A6-Pro-Y, where A6 represents Arg, Orn, Lys or homoarginine, and Y represents Gly-NH2, NH-NH-CO-NH2, (C1-C3)-alkylamino, cyclopropylamino, (C1-C3)-alkylamino which is substituted with hydroxyl or fluorine, or cycloalkylamino which is substituted with hydroxyl or fluorine, using tripeptides of the formula II, U-A1-A2-A3-OH, in which the residues are defined as above. The invention also relates to peptides of the formula II as intermediates in this process.