CAS: 86060-84-6; Fmoc-Asp(Obzl)-Oh

该化合物是分酸的衍生物,其特点是存在氟基甲基氧碳基(Fmoc)保护组和苯基酯.这种化合物通常用于peptide合成,特别是固相酸合成,因为其有能力保护分酸的氨组,同时允许有选择的结合反应.Fmoc组在基本条件下保持稳定,可以在温和酸条件下去除,从而便利在酸链中相继添加氨酸.Benzyl ester加强了分子的脂性,这可能会影响溶性与再活动.Fmoc-L-partic酸 4-benzyl ester在外表中一般为白色,在二氯甲烷和二甲基芳基胺等有机溶剂中是可溶解的.其分子结构有助于其在生物化学和药用化学中的效用,特别是在生物活性pide和药物的设计和合成中.

结构式图片

相似化合物

150009-58-8 2177-63-1 3479-47-8

欧盟法规

ECHA物质C&L通报

上下游产品

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid (fluorenylmethoxy)carbonyl chloride toluene-4-sulfonic acid aspartic AcidN-Fm°C-N-Me-Asp(OBn)-OH 6F5Fm°C-Asp(OBzl)-°C6F5 (S)-3-Chlor°Carbonyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid benzyl ester Fm°C-Asp(OBzl)-OTcp

合成工艺路线路线简述

  • 168261-64-1 = 86060-84-6
    反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; Rt
    标题:Study On Synthesis Of Fmoc-L-Asp-4-Obn
    作者:Wang,Liang; Ni,Lan; Zhang,Chun-Mei; Guo,Jun-Xiang; Hu,Hong-Gang; Et Al
    参考文献:Yaoxue Shijian Zazhi 日期:2011 卷标:29(1) 页码:27-28]

    28920-43-6 + 2177-63-1 = 86060-84-6
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: 1,4-Dioxane,Water; Rt -> 0 °C; 0 °C -> Rt; Overnight,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
    标题:Activity Of (+)-Discadenine As A Plant Cytokinin
    作者:Mik,Vaclav; Mickova,Zuzana; Dolezal,Karel; Frebort,Ivo; Pospisil,Tomas
    参考文献:Journal Of Natural Products 日期:2017 卷标:80(7) 页码:2136-2140]

    145038-47-7 + 100-51-6 = 86060-84-6
    反应条件:1.1 Solvents: Dimethyl Sulfoxide; 2 H,Rt; Overnight,Rt
    标题:Rapid Access To Asp/glu Side-Chain Hydrazides As Thioester Precursors For Peptide Cyclization And Glycosylation
    作者:Barnes,Natalie G.; Nyandoro,Kudakwashe; Jin,Hanzhang; Macmillan,Derek
    参考文献:Chemical Communications (Cambridge 日期:2021 卷标:57(8) 页码:1006-1009]

    86060-84-6 = 86060-84-6
    反应条件:1.1 Reagents: Triethylamine,4-(Dimethylamino)Pyridine,N-Hydroxysuccinimide,1-[bis(Dimethylamino)Methylene]-1H-Benzotriazolium Hexafluorophosphate(1-) 3-Oxi... Solvents: Dichloromethane; 8 Min
    标题:Solid-Phase Synthesis Of Protected Asp6 By Microwave Irradiation
    作者:Zhang,Yu; Peng,Li; Pan,Jun-Zhu; Guo,Li
    参考文献:Huaxi Yaoxue Zazhi 日期:2009 卷标:24(4) 页码:375-376
Fmoc-L-天冬氨酸 以 乙酸酐,二甲基亚砜 作为反应溶剂,化学反应生成 芴甲氧羰基-天冬氨酸-β苄脂
参考文献:快速获得asp / Glu侧链酰肼作为硫酯前体用于肽环化和糖基化
标题:快速获得asp / Glu侧链酰肼作为硫酯前体用于肽环化和糖基化
摘要:头到侧链大环肽和新糖肽很容易通过天冬氨酸和谷氨酸侧链酰肼的位点特异性酰胺化来制备.酰肼,作为潜硫酯,是通过相应的n的区域选择性引入开口α-Fmoc保护的酐的前体.
DOI:10.1039/d0Cc07404G

海关参考信息

专利信息


专利号:US-12251674-B2
优先权日:2012-11-14
标 题:Substrates, systems, and methods for array synthesis and biomolecular analysis
发明人:RAJASEKARAN JOHN J; JAYARAMAN VASANTH; WANG TIANHAO; BEI KANG; KRISHNAMURTHY HARI KRISHNAN; VEDANTHAM PUNITHA
权利人:VIBRANT HOLDINGS LLC
摘要:Disclosed herein are formulations, substrates, and arrays. In certain embodiments, substrates and arrays comprise a porous layer for synthesis and attachment of polymers or biomolecules. Also disclosed herein are methods for manufacturing and using the formulations, substrates, and arrays, including porous arrays. Also disclosed herein are formulations and methods for one-step coupling, e.g., for synthesis of peptides in an N→C orientation. In some embodiments, disclosed herein are formulations and methods for high efficiency coupling of biomolecules to a substrate.

专利号:US-2004054161-A1
优先权日:2002-09-13
标题 :Stepwise solid-phase synthesis of peptide-oligonucleotide conjugates and supports therefor
发明人:ANTOPOLSKII MAXIM; AZHAYEVA ELENA; AZHAYEV ALEX
权利人:GLEN RES CORP
摘要:A support for peptide-oligonucleotide conjugate synthesis includes an article of manufacture according to the formula: n n n wherein: (a) substitutent A includes a polymeric base material and/or a silica base material; (b) one of substituents B and C includes an NHFmoc-containing group and/or a peptide-containing group; (c) one of substituents B and C includes an NHBoc-containing group, an O-DMTr-containing group, and/or an oligonucleotide-containing group; and (d) each X independently represents â•?O, S, and/or NH. Suitable supports include those according to the formula: n n n wherein substituents A, B, and C have the meanings described above. When used to synthesize a peptide-oligonucleotide conjugate, the resulting conjugate may have the formula: n n n wherein substituent B includes a peptide and substituent C includes an oligonucleotide.

专利号:US-6534627-B1
优先权日:1989-10-23
标题:Synthesis and use of amino acid fluorides as peptide coupling reagents
发明人:CARPINO LOUIS A; EL-FAHAM AYMAN AHMED
权利人:RES CORP TECHNOLOGIES INC
摘要:The present invention is directed to the process of preparing a peptide comprising reacting a first amino acid or peptide with an amino acid fluoride of the formula: n or the acid fluoride salts thereof wherein n BLK is an N-amino protecting group; n AA is an amino acid residue; and n X is absent or a protecting group. n The amino acid fluoride is useful as a coupling agent in peptide synthesis.

专利号:US-5985844-A
优先权日:1992-03-26
标题:Homoerythromycin A derivatives modified at the 4'-and 8A-positions
发明人:HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; SHANKARAN KOTHANDARAMAN; SZYMONIFKA MICHAEL J; WILKENING ROBERT R
权利人:MERCK & CO INC
摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R' and R'' together are oxo, hydroxyimino or alkoxyimino, and R' and R'' independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

专利号:EP-0508699-B1
优先权日:1991-04-04
标 题 :9-Deoxo-8a-aza-8a-homoerythromycin a derivatives modified at the 4'- and 8a-positions
发明人:HECK JAMES V; LEANZA WILLIAM J; RATCLIFFE RONALD W; SALZMANN THOMAS N; WILKENING ROBERT R; SZYMONIFKA MICHAEL J; SHANKARAN KOTHANDARAMAN
权利人:MERCK & CO INC
摘要:Compounds of the formula: where R is hydrogen, hydroxyl, alkyl or acyl, R min and R sec together are oxo, hydroxyimino or alkoxyimino, and R min and R sec independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.

专利号:US-5717083-A
优先权日:1994-02-23
标题 :Phosphoramidate and phosphorothiomidate oligomeric compounds
发明人:COOK PHILLIP DAN; ACEVEDO OSCAR; HEBERT NORMAND
权利人:ISIS PHARMACEUTICALS INC
摘要:PCT No. PCT/US95/02267 Sec. 371 Date Aug. 19, 1996 Sec. 102(e) Date Aug. 19, 1996 PCT Filed Feb. 23, 1995 PCT Pub. No. WO95/23160 PCT Pub. Date Aug. 31, 1995Compounds are provided having structure (I), wherein the L groups are backbone segments, the Y and T groups are functional groups for interacting with target molecules of interest, the X groups are oxygen or sulfur and the E groups are H, conjugate groups or intermediate groups used during the synthesis of the compounds and wherein the compounds are prepared using H phosphonate type chemistry wherein the functional groups are added during an oxidation step or during a coupling step. (I)
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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.

合成参考文献


参考文献:10.1007/s10989-010-9214-z
摘要:Narendra N, Vishwanatha TM, Sureshbabu VV. Peptidomimetics Through Click Chemistry: Synthesis of Novel β-Keto Triazole Acids from N-Protected Amino Acids. International Journal of Peptide Research and Therapeutics. 2010 May 16;16(4):283–90. doi: 10.1007/s10989-010-9214-z.
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