CAS: 13433-09-5; (S)-3-Amino-4-(((S)-1-Carboxy-2-Phenylethyl)Amino)-4-Oxobutanoic Acid

该化合物是一种由甲酸和苯麻黄碱组成的二极酯,被广泛承认为生产低热量人造甘油作为低热量人造甘油的主要中间体.该化合物具有高度的纯度和稳定性,适合医药和食品添加剂的应用,其精确的分子结构确保合成工艺的一贯性.L-Aspartyl-L-苯麻黄碱因其在保持严格质量标准的同时高效,可缩放地生产甜食剂的作用而受到重视.Diptide与酶和化学合成方法的兼容性进一步增强了其在工业应用中的效用.建议正确处理和储存以维护其完整性.

结构式图片

相似化合物

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(5-Benzyl-3,6-Dioxo-Piperazin-2-yl)-Acetic Acid Methyl Ester 120295-14-9

合成工艺路线路线简述

    📜3-苯基-L-丙氨酸苄酯置于钯 氢气,溶剂黄146体系中,用 乙酸乙酯 用作溶剂,化学反应生成L-冬胺基乙酸-L-苯丙胺基乙酸
    参考文献:一些二肽的结构-味道关系.
    标题:一些二肽的结构-味道关系.
    摘要:
    Doi:10.1021/ja01038A046

    海关参考信息

    专利信息


    专利号:US-2005069928-A1
    优先权日:2003-08-04
    标 题 :Methods for synthesis of defined polynucleotides
    发明人:NELSON JEFFREY S; MULLIGAN JOHN T; TABONE JOHN C
    权利人:BLUE HERON BIOTECHNOLOGY INC
    摘要:Disclosed is a significantly improved synthetic method of producing a set of mutagenized progeny polynucleotides which contain at least one substituted codon encoding for each of the 20 naturally encoded amino acids or any selected subset thereof. This in turn, similarly provides a method for producing from a parental template polypeptide, a set of mutagenized progeny polypeptides in which all 20 naturally encoded amino acids is represented at each original amino acid position or any selected subset thereof. The methods described herein enable the synthesis of defined, complex mixtures of oligonucleotides, in instances where the incorporation of degenerate bases is impractical. These oligonucleotide mixtures are useful for a variety of applications such as recombination methods, site-saturation mutagenesis, or the like.

    专利号:WO-0037486-A1
    优先权日:1998-12-22
    标题:Synthesis and recovery of aspartame involving enzymatic deformylation step
    发明人:QUAEDFLIEG PETER JAN LEONARD M; SONKE THEODORUS; WAGNER ADOLF FRITZ VOLKER
    权利人:HOLLAND SWEETENER CO; QUAEDFLIEG PETER JAN LEONARD M; SONKE THEODORUS; WAGNER ADOLF FRITZ VOLKER
    摘要:The invention relates to the synthesis of aspartame involving enzymatic deformylation of an N-formyl-α-L-aspartyl-L-phenylalanine compound by treatment with an enzyme having formylmethionyl peptide deformylase activity and having as a co-factor group 5 to 11 bivalent metal ions. The invention also relates to selective preparation and recovery of aspartame from a mixture of N-formyl-α- and β-L-aspartyl-L-phenylalanine compounds by treatment with such enzyme. And finally, the invention relates to one-pot enzymatic synthesis of aspartame from N-formyl-L-aspartic acid and L- or D,L-phenylalanine methyl ester involving an enzymatic deformylation reaction simultaneously with an enzymatic coupling reaction, as well as to one-pot di- or oligopeptide synthesis by simultaneous enzymatic coupling and deformylation reactions in general.

    专利号:US-6617127-B2
    优先权日:1998-12-22
    标题:Synthesis and recovery of aspartame involving enzymatic deformylation step
    发明人:QUAEDFLIEG PETER J L M; SONKE THEODORUS; WAGNER ADOLF F V
    权利人:HOLLAND SWEETENER CO
    摘要:The invention relates to the synthesis of aspartame involving enzymatic deformylation of an N-formyl-alpha-L-aspartyl-L-phenylalanine compound by treatment with an enzyme having formylmethionyl peptide deformylase activity and having as a co-factor group 5 to 11 bivalent metal ions. The invention also relates to selective preparation and recovery of aspartame from a mixture of N-formyl-alpha- and beta-L-aspartyl-L-phenylalanine compounds by treatment with such enzyme. And finally, the invention relates to one-pot enzymatic synthesis of aspartame from N-formyl-L-aspartic acid and L- or D,L-phenylalanine methyl ester involving an enzymatic deformylation reaction simultaneously with an enzymatic coupling reaction, as well as to one-pot di- or oligopeptide synthesis by simultaneous enzymatic coupling and deformylation reactions in general.

    专利号:EP-1140982-B1
    优先权日:1998-12-22
    标 题:Synthesis and recovery of aspartame involving enzymatic deformylation step
    发明人:QUAEDFLIEG PETER JAN LEONARD M; SONKE THEODORUS; WAGNER ADOLF FRITZ VOLKER
    权利人:HOLLAND SWEETENER CO
    摘要:The invention relates to the synthesis of aspartame involving enzymatic deformylation of an N-formyl- alpha -L-aspartyl-L-phenylalanine compound by treatment with an enzyme having formylmethionyl peptide deformylase activity and having as a co-factor group 5 to 11 bivalent metal ions. The invention also relates to selective preparation and recovery of aspartame from a mixture of N-formyl- alpha - and beta -L-aspartyl-L-phenylalanine compounds by treatment with such enzyme. And finally, the invention relates to one-pot enzymatic synthesis of aspartame from N-formyl-L-aspartic acid and L- or D,L-phenylalanine methyl ester involving an enzymatic deformylation reaction simultaneously with an enzymatic coupling reaction, as well as to one-pot di- or oligopeptide synthesis by simultaneous enzymatic coupling and deformylation reactions in general.

    专利号:US-5144073-A
    优先权日:1988-08-31
    标 题 :Process for preparation of dipeptides
    发明人:HUBBS JOHN C
    权利人:HUBBS JOHN C
    摘要:Disclosed is a process for synthesis of a dipeptide such as N-acetyl-L- alpha -aspartyl-L-phenylalanine methyl ester wherein one amino acid serves as a chiral template which allows for synthesis of a second amino acid residue to form said dipeptide. The process involves several novel steps such as a nucleophile addition step. In addition, several novel intermediates are described.

    专利号:US-8034969-B2
    优先权日:2003-05-06
    标 题:Synthesis of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester using 3,3-dimethylbutyraldehyde precursors
    发明人:PRAKASH INDRA; FURLONG KENNETH E; JACKSON III HANDLEY E
    权利人:NUTRASWEET CO
    摘要:N—[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester is produced by hydrogenation of L-α-aspartyl-L-phenylalanine 1-methyl ester and 3,3-dimethylbutyraldehyde produced in situ by the hydrolysis or cleavage of a 3,3-dimethylbutyraldehyde precursor. The production method is efficient and low cost, as compared with conventional N—[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester synthesis.

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    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Aspartame. 2021 Mar 17. 85(2):464-466. doi: 10.1093/bbb/zbaa045. 50(2):448-454. doi: 10.3906/sag-2001-113.
    4: Amin SN, Hassan SS, Rashed LA. Effects of chronic aspartame consumption on MPTP-induced Parkinsonism in male and female mice. Arch Physiol Biochem. 2018 Oct;124(4):292-299. doi: 10.1080/13813455.2017.1396348. Epub 2017 Nov 2. 26(11):1166-1173. doi: 10.1177/0961203317694256. Epub 2017 Mar 8. 43(1):87-103. doi: 10.1007/s10867-016-9435-2. Epub 2017 Feb 1.
    7: Toniolo C, Temussi P. Conformational flexibility of aspartame. Biopolymers. 2016 May;106(3):376-84. doi: 10.1002/bip.22847. 39(5):859-66. doi: 10.1007/s12038-014-9487-z.

    合成参考文献


    参考文献:10.1007/s10867-016-9435-2
    摘要:Mahnam K, Raisi F. A theoretical and experimental study of calcium, iron, zinc, cadmium, and sodium ions absorption by aspartame. Journal of Biological Physics. 2017 Feb 01;43(1):87–103. doi: 10.1007/s10867-016-9435-2.
    参考文献:10.1038/s41467-021-24482-1
    摘要:Wu P, Chen D, Ding W, Wu P, Hou H, Bai Y, Zhou Y, Li K, Xiang S, Liu P, Ju J, Guo E, Liu J, Yang B, Fan J, He L, Sun Z, Feng L, Wang J, Wu T, Wang H, Cheng J, Xing H, Meng Y, Li Y, Zhang Y, Luo H, Xie G, Lan X, Tao Y, Li J, Yuan H, Huang K, Sun W, Qian X, Li Z, Huang M, Ding P, Wang H, Qiu J, Wang F, Wang S, Zhu J, Ding X, Chai C, Liang L, Wang X, Luo L, Sun Y, Yang Y, Zhuang Z, Li T, Tian L, Zhang S, Zhu L, Chang A, Chen L, Wu Y, Ma X, Chen F, Ren Y, Xu X, Liu S, Wang J, Yang H, Wang L, Sun C, Ma D, Jin X, Chen G. The trans-omics landscape of COVID-19. Nature Communications. 2021 Jul 27;12(1):4543. doi: 10.1038/s41467-021-24482-1.
    参考文献:10.1007/bf01025091
    摘要:Wu CY, Chen ST, Chiou SH, Wang KT. Specific peptide-bond cleavage by microwave irradiation in weak acid solution. J Protein Chem. 1992 Feb;11(1):45–50. doi: 10.1007/bf01025091.
    参考文献:10.1007/s00726-003-0061-5
    摘要:Xiang H, Xiang GY, Lu ZM, Guo L, Eckstein H. Total enzymatic synthesis of cholecystokinin CCK-5. Amino Acids. 2004 Aug;27(1):101–5. doi: 10.1007/s00726-003-0061-5.
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