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1. 发明授权

US5347035A Method for crystallizing .alpha.-L-aspartyl-L-phenylalanine methyl ester 失效
标题翻译： α-L-天冬氨酰-L-苯丙氨酸甲酯的结晶方法
公开(公告)号：US5347035A
公开(公告)日：1994-09-13
申请号：US125193
申请日：1993-09-23
申请人： Hidetoshi Wakamatsu , Tsuneo Harada , Yukio Kunisawa , Kiyotaka Oyama
发明人： Hidetoshi Wakamatsu , Tsuneo Harada , Yukio Kunisawa , Kiyotaka Oyama
IPC分类号： A23L27/30 , C07K1/14 , C07K5/06 , C07K5/072 , C07K5/075 , C07C229/00
CPC分类号： C07K5/0613
摘要： A method for crystallizing .alpha.-L-aspartyl-L-phenylalanine methyl ester from a hot aqueous solution containing .alpha.-L-aspartyl-L-phenylalanine methyl ester by cooling is disclosed, which comprises (i) continuously supplying a hot aqueous solution of .alpha.-L-aspartyl-L-phenylalanine methyl ester having a concentration such that the content of L-aspartyl-L-aspartyl-L-phenylalanine methyl esters is less than 0.6% by weight based on the weight of .alpha.-L-aspartyl-L-phenylalanine methyl ester in said solution, or if the content of L-aspartyl-L-aspartyl-L-phenylalanine methyl esters is 0.6% by weight or more based on the weight of .alpha.-L-aspartyl-L-phenylalanine methyl ester in said solution, to a crystallization vessel the temperature of which is lowered to that corresponding to the solubility of .alpha.-L-aspartyl-L-phenylalanine methyl ester or less, and (ii) continuously discharging the formed slurry from the crystallization vessel.
摘要翻译：公开了一种通过冷却从含有α-L-天冬氨酰-L-苯丙氨酸甲酯的热水溶液中结晶α-L-天冬氨酰基-L-苯丙氨酸甲酯的方法，其包括（i）连续供应热的α水溶液 L-天冬氨酰-L-苯丙氨酸甲酯的浓度使得L-天冬氨酰基-L-天冬氨酰基-L-苯丙氨酸甲酯的含量基于α-L-天冬氨酰-L重量的小于0.6重量％ - 苯丙氨酸甲酯，或者如果L-天冬氨酰基-L-天冬氨酰基-L-苯丙氨酸甲酯的含量基于α-L-天冬氨酰基-L-苯丙氨酸甲酯的重量计为0.6重量％以上所述溶液加到结晶容器中，该结晶容器的温度降低至与α-L-天冬氨酰基-L-苯丙氨酸甲酯的溶解度或更低的溶解度，和（ii）从结晶容器中连续排出形成的浆料。

2. 发明授权

US5693485A Enzymatic coupling reaction of N-protected-L-aspartic acid and phenylalanine methyl ester 失效
标题翻译： N-保护的L-天冬氨酸和苯丙氨酸甲酯的酶偶联反应
公开(公告)号：US5693485A
公开(公告)日：1997-12-02
申请号：US729507
申请日：1996-10-11
申请人： Tsuneo Harada , Shigeaki Irino , Yukio Kunisawa , Kiyotaka Oyama
发明人： Tsuneo Harada , Shigeaki Irino , Yukio Kunisawa , Kiyotaka Oyama
IPC分类号： C12P13/04 , C07K5/072 , C12P21/02 , C12P21/00 , C07K5/06
CPC分类号： C07K5/0613 , C12P21/02
摘要： The invention relates to a process for the preparation of N-protected-L-aspartyl-L-phenylalanine methyl ester by enzymatic coupling of an N-protected-L-aspartic acid and L- or DL-phenylalanine methyl ester in an aqueous solution with formation of a precipitate using a thermolysin-like protease enzyme, wherein a water-immiscible organic solvent is added to and blended with the reaction system during the formation of the precipitate in the course of the coupling reaction, which organic solvent has a relatively high affinity for the precipitate. The process is particularly suitable as a continuous process. The method results in lower enzyme deactivation during and after the enzymatic coupling reaction and in larger and thicker precipitated crystals.
摘要翻译：本发明涉及通过N-保护的L-天冬氨酸和L-或DL-苯丙氨酸甲酯在水溶液中的酶偶联来制备N-保护的L-天冬氨酰基-L-苯丙氨酸甲酯的方法，使用嗜热菌蛋白酶蛋白酶形成沉淀物，其中在偶联反应过程中在形成沉淀物期间向反应体系中加入与水不混溶的有机溶剂并与其混合，该有机溶剂具有较高的亲和力为沉淀。该方法特别适合作为连续方法。该方法在酶偶联反应期间和之后以及较大和较厚的沉淀晶体中导致较低的酶失活。

3. 发明授权

US5739023A Stabilized neutral metalloprotease composition, a method of making the composition, and a method of transporting the composition 失效
标题翻译：稳定的中性金属蛋白酶组合物，制备组合物的方法以及运送组合物的方法
公开(公告)号：US5739023A
公开(公告)日：1998-04-14
申请号：US693571
申请日：1996-08-07
申请人： Tsuneo Harada , Yukio Kunisawa , Kiyotaka Oyama , Johanna C. M. Smeets , Shuya Takasuga , Wilhelmus J. J. Van Den Tweel
发明人： Tsuneo Harada , Yukio Kunisawa , Kiyotaka Oyama , Johanna C. M. Smeets , Shuya Takasuga , Wilhelmus J. J. Van Den Tweel
IPC分类号： C12N9/96 , C12N9/48 , C12N9/50 , C12N9/54 , C12P21/06
CPC分类号： C12N9/54 , C12N9/96
摘要： A method for making a stabilized neutral metalloprotease enzyme composition is described in which a neutral metalloprotease and an aqueous solution are combined to obtain a solution or slurry thereof, whereby the stabilized neutral metalloprotease enzyme composition is obtained. The aqueous solution contains an N-protected amino acid, or an N-protected amino acid is added thereto. The invention also provides a stabilized neutral metalloprotease composition, and a method of transporting the stabilized neutral metalloprotease composition.
摘要翻译：描述了一种制备稳定的中性金属蛋白酶组合物的方法，其中组合中性金属蛋白酶和水溶液以获得其溶液或浆液，从而获得稳定的中性金属蛋白酶组合物。水溶液含有N-保护的氨基酸，或加入N-保护的氨基酸。本发明还提供了一种稳定的中性金属蛋白酶组合物和一种运输稳定的中性金属蛋白酶组合物的方法。

4. 发明授权

US4835301A Process for producing stable .alpha.-L-aspartyl-L-phenylalanine methyl ester 失效
标题翻译：生产稳定的α-L-天冬氨酰-L-苯丙氨酸甲酯的方法
公开(公告)号：US4835301A
公开(公告)日：1989-05-30
申请号：US83802
申请日：1987-08-11
申请人： Hidetoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
发明人： Hidetoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
IPC分类号： A23L27/30 , C07K1/14 , C07K5/072 , C07K5/075
CPC分类号： C07K5/0613
摘要： A process for producing stable .alpha.-L-aspartyl-L-phenylalanine methyl ester, which comprises heat-treating crystals of .alpha.-L-aspartyl-L-phenylalanine methyl ester having a water content of from 5 to 15% by weight based on wet crystals, at a temperature of higher than 50.degree. C. and lower than 80.degree. for at least 30 minutes.
摘要翻译：一种制备稳定的α-L-天冬氨酰基-L-苯丙氨酸甲酯的方法，其包括将基于湿的5〜15重量％的含水量的α-L-天冬氨酰基-L-苯丙氨酸甲酯的晶体进行热处理晶体，温度高于50℃，低于80℃至少30分钟。

5. 发明授权

US4810818A Process for producing alpha-aspartyl-l-phenylalanine methyl ester having an improved solubility 失效
标题翻译：生产具有改善的溶解度的α-天冬氨酰基-1-苯丙氨酸甲酯的方法
公开(公告)号：US4810818A
公开(公告)日：1989-03-07
申请号：US78707
申请日：1987-07-28
申请人： Hidetoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
发明人： Hidetoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
IPC分类号： A23L27/30 , C07K1/00 , C07K5/072 , C07K5/075 , C07C101/02
CPC分类号： C07K5/0613
摘要： A process for producing dry .alpha.-L-aspartyl-L-phenylalanine methyl ester having an improved solubility from wet crystals of .alpha.-L-aspartyl-L-phenylalanine methyl ester having a water content of at least 20% by weight, which comprises drying the wet crystals at a temperature of higher than 50.degree. C. to obtain moist crystals having a water content of less than 20 and more than 15% by weight, then drying the moist crystals at a temperature of not higher than 50.degree. C. to obtain semi-dry crystals having a water content of less than 5% by weight, and further drying the semi-dry crystals at a temperature of higher than 50.degree. C. to obtain dry crystals of .alpha.-L-aspartyl-L-phenylalanine methyl ester.
摘要翻译：一种具有水含量为至少20重量％的α-L-天冬氨酰基-L-苯丙氨酸甲酯的湿结晶具有改善的溶解度的干燥α-L-天冬氨酰基-L-苯丙氨酸甲酯的方法，其包括干燥在高于50℃的温度下的湿结晶，得到含水量小于20且大于15重量％的湿润结晶，然后在不高于50℃的温度下干燥湿结晶至得到水分小于5重量％的半干燥晶体，并在高于50℃的温度下进一步干燥半干燥晶体，得到α-L-天冬氨酰基-L-苯丙氨酸甲酯的干结晶酯。

6. 发明授权

US4830720A Method for purifying a dipeptide ester 失效
标题翻译：纯化二肽酯的方法
公开(公告)号：US4830720A
公开(公告)日：1989-05-16
申请号：US262600
申请日：1988-10-26
申请人： Tsuneo Harada , Ken-ichi Fukuda , Hiroshi Shimizu , Akira Tokuda , Kiyotaka Oyama
发明人： Tsuneo Harada , Ken-ichi Fukuda , Hiroshi Shimizu , Akira Tokuda , Kiyotaka Oyama
IPC分类号： C07K1/14 , C07K1/24 , C07K5/06 , C07K5/072 , C07K5/075 , C25B3/00 , C25B9/00 , C25B9/08 , C25D3/00
CPC分类号： C07K5/0613 , C07K1/24
摘要： A method for purifying a dipeptide ester by electrolysis in an electrolytic cell comprising an anode compartment, a cathode compartment and a central compartment partitioned by ion exchange membranes, which comprises supplying an aqueous dipeptide ester solution containing organic acids to the central compartment defined by anion and cation exchange membranes or by anion exchange membranes and an aqueous electrolyte solution to the cathode and anode compartments, and electrically removing the organic acids from the central compartment to the anode compartment through the anion exchange membrane.

7. 发明授权

US4521514A Process for producing an addition compound of a dipeptide ester and an amino acid ester 失效
标题翻译：制备二肽酯和氨基酸酯的加成化合物的方法
公开(公告)号：US4521514A
公开(公告)日：1985-06-04
申请号：US516344
申请日：1983-07-22
申请人： Kiyotaka Oyama , Shigeaki Irino , Tsuneo Harada , Masao Nakamura
发明人： Kiyotaka Oyama , Shigeaki Irino , Tsuneo Harada , Masao Nakamura
IPC分类号： C12P21/02 , C07K5/06 , C07K5/072 , C07K5/075 , C07C103/52
CPC分类号： C07K5/0613
摘要： A process for producing an addition compound of N-benzyloxycarbonyl-.alpha.-L-aspartyl-L-phenylalanine methyl ester and phenylalanine methyl ester. Benzyloxycarbonylation of the amino group of L-aspartic acid by benzyloxycarbonylchloride in the presence of a base and esterification of phenylalanine containing its L-body by methanol in the presence of an acid are carried out and both the reaction solutions are admixed after residual methanol is removed from the esterification reaction solution. A proteolytic enzyme is added to the resulting mixture solution after it is adjusted to have a pH, value, at which no substantial deactivation of the enzyme occurs. The reaction of N-benzyloxycarbonyl-L-aspartic acid and phenylalanine methyl ester is carried out in the solution at a pH, at which the proteolytic enzyme exerts the enzymatic activity to deposit the addition compound which is then recovered.
摘要翻译：制备N-苄氧羰基-α-L-天冬氨酰-L-苯丙氨酸甲酯和苯丙氨酸甲酯的加成化合物的方法。苄基氧基羰基氯在碱存在下苄基氧基羰基化，苄基氧基羰基氯在碱的存在下苄基氧基羰基化，并在酸存在下用甲醇在酸的存在下酯化含有L-体的苯丙氨酸，并在残留的甲醇被除去后将两种反应溶液混合从酯化反应溶液中。在将所述混合溶液调节至具有不发生基本上的失活酶的pH值之后，将蛋白水解酶加入到所得混合溶液中。 N-苄氧羰基-L-天冬氨酸和苯丙氨酸甲酯的反应在溶液中在pH下进行，其中蛋白水解酶发挥酶活性以沉积加入的化合物，然后将其回收。

8. 发明授权

US4769486A Method for racemizing an optically active amino acid 失效
标题翻译：消旋光学活性氨基酸的方法
公开(公告)号：US4769486A
公开(公告)日：1988-09-06
申请号：US89551
申请日：1987-08-26
申请人： Tsuneo Harada , Kiyotaka Oyama
发明人： Tsuneo Harada , Kiyotaka Oyama
IPC分类号： C07B31/00 , C07B55/00 , C07C67/00 , C07C227/00 , C07C227/14 , C07C227/36 , C07C229/36
CPC分类号： C07B55/00
摘要： A method for racemizing an optically active amino acid, which comprises heating the optically active amino acid in an aqueous solution under an alkaline condition in the presence of an alkali metal salt.
摘要翻译：一种光学活性氨基酸外消旋化的方法，其包括在碱性条件下，在碱金属盐存在下，在水溶液中加热光学活性氨基酸。

9. 发明授权

US4944852A Method for purifying a dipeptide ester 失效
标题翻译：纯化二肽酯的方法
公开(公告)号：US4944852A
公开(公告)日：1990-07-31
申请号：US228489
申请日：1988-08-05
申请人： Yasuhiro Kurauchi , Michihiro Akazawa , Tsuneo Harada , Kiyotaka Oyama , Akira Tokuda
发明人： Yasuhiro Kurauchi , Michihiro Akazawa , Tsuneo Harada , Kiyotaka Oyama , Akira Tokuda
IPC分类号： C07K5/037 , B01D61/44 , B01D61/54 , C07K1/14 , C07K1/24 , C07K5/06 , C07K5/072 , C07K5/075 , C08J5/22 , C25B3/00
CPC分类号： C07K5/0613 , B01D61/44 , C07K1/24 , C08J5/2237 , C08J2327/12
摘要： A method for purifying a dipeptide ester by electrolysis in an electrolytic cell comprising an anode compartment, a cathode compartment and a central compartment partitioned by anion exchange membranes, which comprises supplying an aqueous dipeptide ester solution containing an inorganic acid to the central compartment defined by said anion exchange membranes, an aqueous solution containing a basic substance or an aqueous electrolyte solution containing a basic substance to the cathode compartment and an aqueous electrolyte solution to the anode compartment, supplying hydroxyl ions from the cathode compartment to the central compartment through the anion exchange membrane to neutralize the aqueous dipeptide ester solution containing the inorganic acid and removing anions of the inorganic acid in the aqueous dipeptide ester solution from the central compartment to the anode compartment through the anion exchange membrane.

10. 发明授权

US4835303A Process for producing dry .alpha.-L-aspartyl-L-phenylalanine methyl ester 失效
标题翻译：制备干燥α-L-天冬氨酰-L-苯丙氨酸甲酯的方法
公开(公告)号：US4835303A
公开(公告)日：1989-05-30
申请号：US84087
申请日：1987-08-11
申请人： Hideotoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
发明人： Hideotoshi Wakamatsu , Shigeaki Irino , Tsuneo Harada , Akira Tokuda , Kiyotaka Oyama
IPC分类号： C07K5/072 , C07K5/075
CPC分类号： C07K5/0613
摘要： A process for producing dry .alpha.-L-aspartyl-L-phenylalanine methyl ester, which comprises drying wet crystals of .alpha.-L-aspartyl-L-phenylalanine methyl ester by means of an air having an absolute humidity of at least 0.015 kg/kg or at most 0.01 kg/kg.
摘要翻译：一种生产干燥的α-L-天冬氨酰-L-苯丙氨酸甲酯的方法，其包括用绝对湿度至少为0.015kg / kg的空气干燥α-L-天冬氨酰基-L-苯丙氨酸甲酯的湿结晶或至多0.01kg / kg。

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