CAS: 13734-28-6; (S)-6-Amino-2-((Tert-Butoxycarbonyl)Amino)Hexanoic Acid

该化合物是氨酸L-lysine受保护的衍生物,在α-氨基位置上有一个叔丁氧碳基(Boc)组,该化合物在Peptide合成中广泛使用,Boc组作为临时保护组,在温酸条件下能够有选择地减少保护,其高纯度和稳定性使它适合固态和溶液阶段的peptide合成,确保高效的组合反应.Bec-Lys-OH在构建复杂的peptides和蛋白质方面特别有用,提供了与标准保护组战略的兼容性.自由-mino组可以进一步发挥功能,在生物相聚和药物开发应用中加强其多功能性.

结构式图片

相似化合物

10009-20-8 105047-45-8 106719-44-2

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

N-(tert-butyloxycarbonyl) azide 6-[(benzyloxy)carbonyl]-L-lysineN6-[(benzyloxy)carbonyl]-L-lysine B°C-Lys(Z)-OH α-tert-butoxycarbonyl-Nε-tosyl-L-lysineNα-tert-butoxycarbonyl-Nε-tosyl-L-lysine(S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid 2-[(1,1-dimethylethoxy)carbonyl]-N6-{[2-(methylsulfonyl)ethoxy]carbonyl}-L-lysineN2-[(1,1-dimethylethoxy)carbonyl]-N6-{[2-(methylsulfonyl)ethoxy]carbonyl}-L-lysine B°C-Lys(biotinyl)-OH 6-benzoylamino-2-tert-butoxycarbonylamino-hexanoic acid

合成工艺路线路线简述

    Boc-L-Lys-Ogp置于bacillus Cereus Recombinant His-Tagged Alkaline D-Peptidase,水,4-羟乙基哌嗪乙磺酸体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应生成N-Alpha-叔丁氧羰基-L-赖氨酸
    参考文献:D氨基酸特异性蛋白酶和天然全l蛋白:半合成的便捷组合.
    标题:D氨基酸特异性蛋白酶和天然全l蛋白:半合成的便捷组合.
    摘要:
    Doi:10.1002/anie.200800340

    海关参考信息

    专利信息


    专利号:US-6451543-B1
    优先权日:1998-08-31
    标题:Lipid matrix-assisted chemical ligation and synthesis of membrane polypeptides
    发明人:KOCHENDOERFER GERD G; HUNTER CHRISTIE L; KENT STEPHEN B H; BOTTI PAOLO
    权利人:GRYPHON SCIENCES
    摘要:The present invention relates to methods and compositions for lipid matrix-assisted chemical ligation and synthesis of membrane polypeptides that are incorporated in a lipid matrix. The invention is exemplified in production of a prefolded membrane polypeptide embedded within a lipid matrix via stepwise chemoselective chemical ligation of unprotected peptide segments, where at least one peptide segment is embedded in a lipid matrix. Any chemoselective reaction chemistry amenable for ligation of unprotected peptide segments can be employed. Suitable lipid matrices include liposomes, micelles, cell membrane patches and optically isotropic cubic lipidic phase matrices. Prefolded synthetic and semi-synthetic membrane polypeptides synthesized according to the methods and compositions of the invention also permit site-specific incorporation of one or more detectable moieties, such as a chromophore, which can be conveniently introduced during synthesis. The methods and compositions of the invention have multiple uses. For example, they can be used to assay ligand binding to membrane polypeptides and domains comprising a receptor, and thus are extremely useful for structure/function studies, drug screening/selection/design, and diagnostics and the like, including high-throughput applications. The methods and compositions of the invention are particularly suited for FRET analyses of previously inaccessible membrane polypeptides.

    专利号:WO-2025075817-A1
    优先权日:2023-10-02
    标 题 :Methods for synthesis of protein hetero-polymers
    发明人:SHRADER ALANNA SCHEPARTZ; ROE LEAH TANG
    权利人:UNIV CALIFORNIA
    摘要:A method for synthesis of protein hetero-polymers uses an intramolecular Backbone Extension Acyl Rearrangement (BEAR) reactions to orthogonally and site-specifically embed a β-, γ- or δ-amino acid residue into proteins.

    专利号:US-6849710-B1
    优先权日:1996-07-30
    标 题:Method for the synthesis of analogs of parathyroid hormone and parathyroid hormone related peptide
    发明人:ARZENO HUMBERTO
    权利人:HOFFMANN LA ROCHE
    摘要:A fragment condensation process for the synthesis of analogs of parathyroid hormone (PTH) and parathyroid hormone related peptide (PTHrP), in which amino acid residues (22-31) form a synthetic amphipathic α-helix, is provided.

    专利号:US-4504415-A
    优先权日:1983-04-04
    标题:Synthesis of thymosin α1 and desacetyl thymosin α1
    发明人:FELIX ARTHUR M; GILLESSEN DIETER; STUDER ROLF; MEIENHOFER JOHANNES A; TRZECIAK ARNOLD
    权利人:HOFFMANN LA ROCHE
    摘要:An improved solution phase synthesis of thymosin alpha 1 and desacetyl thymosin alpha 1 with t-Boc side chain protection and proceeding through novel intermediates is disclosed.

    专利号:US-4517119-A
    优先权日:1983-04-04
    标题:Synthesis of thymosin α1
    发明人:FELIX ARTHUR M; GILLESSEN DIETER; LERGIER WILLIAM; MEIENHOFER JOHANNES A; TRZECIAK ARNOLD
    权利人:HOFFMANN LA ROCHE
    摘要:An improved solution phase synthesis of thymosin α 1 and proceeding through novel intermediates is disclosed.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.
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    主要参考文献

    [参考文献]: Griet Van Zeebroeck, Et Al. Transport And Signaling Via The Amino Acid Binding Site Of The Yeast Gap1 Amino Acid Transceptor. Nat Chem Biol. 2009 Jan;5(1):45-52.
    [参考文献]: Katherine A Miller, Et Al. A Mannose Family Phosphotransferase System Permease And Associated Enzymes Are Required For Utilization Of Fructoselysine And Glucoselysine In Salmonella Enterica Serovar Typhimurium. J Bacteriol. 2015 Sep;197(17):2831-9.

    合成参考文献


    参考文献:10.1021/mp300319m
    摘要:Gao X, Huang Y, Makhov AM, Epperly M, Lu J, Grab S, Zhang P, Rohan L, Xie XQ, Wipf P, Greenberger J, Li S. Nanoassembly of surfactants with interfacial drug-interactive motifs as tailor-designed drug carriers. Mol Pharm. 2013 Jan 07;10(1):187–98.
    参考文献:10.1002/mabi.201900085
    摘要:Zink M, Hotzel K, Schubert US, Heinze T, Fischer D. Amino Acid-Substituted Dextran-Based Non-Viral Vectors for Gene Delivery. Macromol Biosci. 2019 Aug;19(8):e1900085. doi: 10.1002/mabi.201900085.
    参考文献:10.1042/bj3440109
    摘要:Thornalley PJ, Langborg A, Minhas HS. Formation of glyoxal, methylglyoxal and 3-deoxyglucosone in the glycation of proteins by glucose. Biochem J. 1999 Nov 15;344 Pt 1():109–16.
    参考文献:10.1007/s007750050335
    摘要:Muñoz A, Laib F, Petering DH, Shaw III CF. Characterization of the cadmium complex of peptide 49–61: a putative nucleation center for cadmium-induced folding in rabbit liver metallothionein IIA. JBIC Journal of Biological Inorganic Chemistry. 1999 Aug;4(4):495–507. doi: 10.1007/s007750050335.
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