CAS: 2212-75-1; (S)-6-Amino-2-(((Benzyloxy)Carbonyl)Amino)Hexanoic Acid

该化合物是氨基酸碱的衍生物,其特点是氨基氨基组内存在一种苯氧碳酸(Z)保护组,这一改变增强了氨基基氨酸基组内的稳定性和溶性,使其在聚氨基苯二酸合成和生物化学中有用,该化合物一般是白色的白白脱白晶粉,在二甲基硫氧化物和甲醇等有机溶剂中可溶解,但在水中的溶解性较小,其分子结构包括氨基类,氨基碳酸组和碱基的侧链特性,有助于其基本特性.Z-L-碱经常用于聚氨酯合成,在温和的条件下有选择地去除保护组.此外,由于能够促进将甘基残留物质引入更大的分子框架,它还在各种生物化学应用中发挥作用,包括药物开发和蛋白工程.

结构式图片

相似化合物

70671-54-4 10009-20-8 105047-45-8

上下游产品

CAS号14511-39-8 N6-Benzylidene-... | CAS号501-53-1 氯甲酸苄酯 | CAS号2389-60-8 Z-丁氧羰基赖氨酸 | CAS号657-27-2 L-赖氨酸盐酸盐 | CAS号69861-90-1 benzyl N-[(1S)-... | CAS号2418-95-3 N(e)-B°C-L-赖氨酸 | CAS号56-87-1 L-赖氨酸 | CAS号4272-71-3 n-a-cbz-l-lysin... | CAS号14905-30-7 N2-[(苄氧基)羰基]-N6... | CAS号50-70-4 山梨醇 | CAS号81260-62-0 Nα-Cbz-Nε-(1-de... | CAS号56-87-1 L-赖氨酸 | CAS号100-39-0 溴化苄 | CAS号24325-14-2 CBZ-L-2-氨基己二酸 | CAS号2418-95-3 N(e)-B°C-L-赖氨酸 | CAS号84246-49-1 苄基(2S)-2-羰基苄氧基氨... | CAS号27262-40-4 (S)-N-(2,6-二甲基苯... | CAS号69-65-8 甘露醇

合成工艺路线路线简述

    L-赖氨酸盐酸盐置于盐酸,Lithium Hydroxide,Sodium Hydroxide体系中,化学反应 2.08H,反应生成N-Alpha-Cbz-L-赖氨酸
    参考文献:Synthesis Of N-Benzyloxycarbonyl-L-α-Aminoadipic Acid,α-Benzyl Ester
    标题:Synthesis Of N-Benzyloxycarbonyl-L-α-Aminoadipic Acid,α-Benzyl Ester
    摘要:
    Doi:10.1016/s0040-4020(01)81715-4

    海关参考信息

    专利信息


    专利号:US-6756199-B1
    优先权日:1994-02-23
    标题:Peptide nucleic acid combinatorial libraries and improved methods of synthesis
    发明人:COOK PHILLIP DAN; KIELY JOHN; SPRANKLE KELLY
    权利人:ISIS PHARMACEUTICALS INC
    摘要:New sub-monomer synthetic methods for the preparation of peptide nucleic acid oligomeric structures are disclosed that provide for the synthesis of both predefined sequence peptide nucleic acid oligomers as well as random sequence peptide nucleic acid oligomers. Further these methods also provide for the incorporation of peptide nucleic acid units or strings of such units with amino acids or strings of amino acids in chimeric peptide nucleic acid-amino acid compounds. Further disclosed are method of making random libraries of peptide nucleic acids using the fully preformed monomers. Chimeric oligomers and libraries of the same are also disclosed.

    专利号:US-9796688-B2
    优先权日:2004-08-20
    标 题:Catalysis of diketopiperazine synthesis
    发明人:STEVENSON JOHN J; MOYE-SHERMAN DESTARDI
    权利人:MANNKIND CORP
    摘要:Provided is a method for the synthesis of N-protected bis-3,6-[4-aminobutyl]-2,5-diketopiperazine including the step of heating a solution of ε-amino protected lysine in the presence of a catalyst selected from the group consisting of sulfuric acid, phosphoric acid, and phosphorus pentoxide.

    专利号:CN-107513145-A
    优先权日:2017-08-23
    标题:Synthesis of Biodegradable Amphiphilic Block Copolymerized Antimicrobial Peptides and Preparation and Application of Antimicrobial Peptide Vesicles

    专利号:US-4960881-A
    优先权日:1984-02-16
    标 题 :α-chlorinated carbonates, their method of manufacture and application in the protection of the amine functions of amino acids
    发明人:BARCELO GERARD; SENET JEAN-PIERRE; SENNYEY GERARD
    权利人:POUDRES & EXPLOSIFS STE NALE
    摘要:The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R 1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These α-chlorinated carbonates are prepared by the action of a compound of formula R 1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The α-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5° to 100° C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

    专利号:US-4038282-A
    优先权日:1975-11-26
    标 题 :Pyridyl-4-methyl-succinimidocarbonate and process for its preparation
    发明人:HIRSCHMANN RALPH F; VEBER DANIEL F
    权利人:MERCK & CO INC
    摘要:The disclosed invention relates to ε-N-pyridyl-4-methyloxycarbonyllysine valuable in the synthesis of lysine containing peptides to the process of preparing this compound starting with 4-pyridyl-carbinol and succinimido-chloroformate and to the pyridyl-4-methyl-succinimidocarbonate intermediate in this process.

    专利号:US-4006152-A
    优先权日:1971-12-30
    标题:ε-N-pyridyl-4-methyloxycarbonyllysine
    发明人:VEBER DANIEL F; HIRSCHMANN RALPH F
    权利人:MERCK & CO INC
    摘要:The disclosed invention relates to epsilon -N-pyridyl-4-methyloxycarbonyllysine valuable in the synthesis of lysine containing peptides to the process of preparing this compound starting with 4-pyridylcarbinol and succinimido-chloroformate and to the pyridyl-4-methyl-succinimidocarbonate intermediate in this process.
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    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
    [参考文献]: A S Bajkowski, Et Al. The Ph Dependency Of Bovine Spleen Cathepsin B-Catalyzed Transfer Of N Alpha-Benzyloxycarbonyl-L-Lysine From P-Nitrophenol To Water And Dipeptide Nucleophiles. Comparisons With Papain. J Biol Chem. 1983 Feb 10;258(3):1650-5.
    [参考文献]: Kimiyasu Isobe, Et Al. Characterization Of Nalpha-Benzyloxycarbonyl-L-Lysine Oxidizing Enzyme From Rhodococcus Sp. Aiu Z-35-1. J Biosci Bioeng. 2007 Sep;104(3):218-23.
    [参考文献]: Rong Kuang, Et Al. Nanofibrous Spongy Microspheres Enhance Odontogenic Differentiation Of Human Dental Pulp Stem Cells. Adv Healthc Mater. 2015 Sep 16;4(13):1993-2000.

    合成参考文献


    参考文献:10.1134/s0006297911040122
    摘要:Mikhailova AG, Khairullin RF, Demidyuk IV, Gromova TY, Kostrov SV, Rumsh LD. Oligopeptidase B from Serratia proteamaculans. II. Enzymatic characteristics: substrate analysis, influence of calcium ions, pH and temperature dependences. Biochemistry (Mosc). 2011 Apr;76(4):480–90. doi: 10.1134/s0006297911040122.
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