CAS: 84624-17-9; Fmoc-D-Val-Oh

该化合物是D-valine受保护的衍生物,在N终点端有一个9-氟基甲基氧碳基(Fmoc)组,该化合物由于在基本条件下稳定且在轻度基本治疗下容易脱保,广泛用于固相合成(SPPS).Fmoc小组提供正方位保护,从而能够有选择地取消保护,而不影响其他侧链功能.它的高度纯度和一贯性能使它成为peptide链延展的可靠选择.D-配置valine在非天然聚氨酯和peptimetics的合成中提供了效用,提高了抗酶降解的抗力.自动合成器的适合性,Fmoc-D-Val-OHS确保有效地融入复杂的pitide序列.

结构式图片

相似化合物

103478-58-6 1149-26-4 13734-41-3

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D-Val-OH (fluorenylmethoxy)carbonyl chloride 9-Fluorenylmethanol N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyric acid 2,4,5-trichloro-phenyl ester N-(9-fluorenylmethoxycarbonyl)-D-valine-(4-methoxybenzyl) ester D-(N-9-fluorenylmethoxycarbonylvalyl)-L-leucine tert-butyl ester tBu)-Sar-D-Val-Leu-NHNH2H-D-Trp-D-Asp(OtBu)-Sar-D-Val-Leu-NHNH2

合成工艺路线路线简述

  • 72-18-4 + 28920-43-6 = 84624-17-9
    反应条件:1.1 Catalysts: 1H-Imidazole,1-Butyl-2-Methyl-,2,2,2-Trifluoroacetate (1:1) Solvents: Ethanol,Water; 360 Min,80 °C
    标题:Anion Dependent Imidazolium Protic Ionic Liquid Catalyzed Solvent-Free General Strategy For Chemoselective Fmoc And Cbz Protection Of Amines And Their Chiral Analogues
    作者:Chakraborty,Ankita; Purkait,Rakesh; De,Utpal C.; Maiti,Dilip K.; Majumdar,Swapan
    参考文献:Chemistryselect 日期:2016 卷标:1(11) 页码:2668-2672]

    126727-02-4 = 84624-17-9 + 68858-20-8 [标题:Reaction Conditions
    标题:Preparation Of An O-[2-(Methacryloyloxy)-Ethylcarbamoyl]-10,11-Dihydroquinidine-Silica Hybrid Monolithic Column For The Enantioseparation Of Amino Acids By Nano-Liquid Chromatography
    作者:Xu,Dongsheng; Wang,Qiqin; Sanchez-Lopez,Elena; Jiang,Zhengjin; Marina,Maria Luisa
    参考文献:Journal Of Chromatography A 日期:2019 卷标:1593 页码:63-72]

    126727-02-4 = 84624-17-9 + 68858-20-8
    反应条件:1.1 Reagents: 1,1-Dimethylethyl N-[(1R)-2-[[(8α,9S)-6′-Methoxycinchonan-9-Yl]Amino]-1-(1-Methy... (Reaction Products With Mercaptopropyl Silica Gel)
    标题:Chromatographic Enantiomer Separation Using 9-Amino-9-(Deoxy)-Epiquinine-Derived Chiral Selectors: Control Of Chiral Recognition Via Introduction Of Additional Stereogenic Centers
    作者:Maier,Norbert M.; Greco,Elisa; Petrovaj,Jan; Lindner,Wolfgang
    参考文献:Acta Chimica Slovenica 日期:2012 卷标:59(3) 页码:454-463]

    640-68-6 + 28920-43-6 = 84624-17-9
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: 1,4-Dioxane,Water; 0 °C; 1 H,0 °C; 0 °C -> Rt; Overnight,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified,Cooled
    标题:Ureidopeptide-Based Bronsted Bases. Design,Synthesis,And Application To The Catalytic Enantioselective Synthesis Of β-Amino Nitriles From (Arylsulfonyl)Acetonitriles
    作者:Diosdado,Saioa; Lopez,Rosa; Palomo,Claudio
    参考文献:Chemistry - A European Journal 日期:2014 卷标:20(21) 页码:6526-6531]

    84624-17-9 = 84624-17-9
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane; 60 Min,Rt1.2 Reagents: Methanol; 10 Min,Rt
    标题:Structure-Activity Relationship Of Kahalalide F Synthetic Analogues
    作者:Jimenez,Jose C.; Lopez-Macia,Angel; Gracia,Carol; Varon,Sonia; Carrascal,Marta; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2008 卷标:51(16) 页码:4920-4931]

    126727-02-4 = 84624-17-9 + 68858-20-8 [标题:Reaction Conditions
    标题:Chiral Separation Of Acidic Compounds Using An O-9-(Tert-Butylcarbamoyl)Quinidine Functionalized Monolith In Micro-Liquid Chromatography
    作者:Wang,Qiqin; Zhu,Peijie; Ruan,Meng; Wu,Huihui; Peng,Kun; Et Al
    参考文献:Journal Of Chromatography A 日期:2016 卷标:1444 页码:64-73]

    126727-02-4 = 84624-17-9 + 68858-20-8 [标题:Reaction Conditions
    标题:Preparation And Evaluation Of Novel Chiral Stationary Phases Based On Quinine Derivatives Comprising Crown Ether Moieties
    作者:Wang,Dongqiang; Zhao,Jianchao; Wu,Haixia; Wu,Haibo; Cai,Jianfeng; Et Al
    参考文献:Journal Of Separation Science 日期:2015 卷标:38(2) 页码:205-210
2-氧代-3-甲基丁酸置于葡萄糖,Bacillus Subtilis Glucose Dehydrogenase,Symbiobacterium Thermophilum Meso-Diaminopimelate Dehydrogenase W121L/h227I Mutant,烟酰胺腺嘌呤双核苷酸磷酸盐,Sodium Carbonate,氯化铵体系中,用 Aq. Buffer 作为反应溶剂,化学反应 34.0H,反应生成 Fmoc-D-缬氨酸
参考文献:介 导的内-二氨基庚二酸酯脱氢酶的结构导向工程,用于对体积庞大的2-酮酸进行对映选择性还原胺化†
标题:介 导的内-二氨基庚二酸酯脱氢酶的结构导向工程,用于对体积庞大的2-酮酸进行对映选择性还原胺化†
摘要:内消旋-二氨基庚二酸酯脱氢酶(dapdh)和突变酶是将2-酮酸转化为相应的d-氨基酸的生物催化剂的绝佳选择.然而,它们在庞大的2-酮酸如苯乙醛酸,2-氧代-4-苯基丁酸和吲哚-3-丙酮酸的对映选择性还原胺化中的应用仍然具有挑战性.在这项研究中,嗜热共生菌dapdh(stdapdh)的结构指导的位点饱和诱变产生了一个双位点突变体w121L / H227I,该突变体显示出对包括这些空间庞大底物在内的各种2-酮酸的酶活性有了显着提高.几d-氨基酸以光学纯的形式制备.底物分子对接至野生型和突变型w121L / H227I酶的活性位点中显示,突变型酶的底物结合腔已重塑以适应这些庞大的底物,从而导致更高的酶活性.这些结果为进一步整形底物结合袋和操纵底物与结合位点之间的相互作用以接近高活性的d-氨基酸脱氢酶以制备具有合成挑战性的d-氨基酸奠定了基础.
DOI:10.1039/c8Cy01426D

海关参考信息

专利信息


专利号:US-2025282825-A1
优先权日:2020-11-20
标 题 :Novel cyclic compounds, method for their preparation and the use of said cyclic compounds in cosmetic preparations
发明人:WIRTZ SEBASTIAN N; GROND STEPHANIE; SAUR JULIAN S; KRISMER BERNHARD; HEUER ANDREA; HUEPEDEN JENNIFER
权利人:UNIV EBERHARD KARLS TUEBINGEN
摘要:The present invention relates to novel cyclic compounds; a method for the solid phase synthesis of said novel cyclic compounds; novel thiazolidine and oxazolidine building blocks that can be directly incorporated into the solid phase synthesis of said novel cyclic compounds, and a novel method for the synthesis of said thiazolidine and oxazolidine building blocks; and cosmetic compositions containing said novel cyclic compounds.

专利号:US-6448058-B1
优先权日:1997-09-12
标 题:Methods for solid phase synthesis of mercapto compounds and derivatives, combinatorial libraries thereof and compositions obtained thereby
发明人:PATEL DINESH V; NGU KHEHYONG; ZHOU JIANPING
权利人:VERSICOR INC
摘要:Methods of preparing combinatorial libraries of mercapto (thiol) compounds them and compositions obtained therefrom are disclosed. The compounds are synthesized on a solid support. Following synthesis, the compounds are optionally cleaved from the support. One such method of synthesis involves attack of an S-protected nucleophile on a resin functionalized with a leaving group. The invention also provides for screening the mercapto compounds for bioactive compounds; in particular, for inhibitors of MMPs.

专利号:US-8410028-B2
优先权日:2003-12-17
标 题:Methods for synthesis of encoded libraries
发明人:MORGAN BARRY; HALE STEPHEN; ARICO-MUENDEL CHRISTOPHER C; CLARK MATTHEW; WAGNER RICHARD; ISRAEL DAVID I; GEFTER MALCOLM L; BENJAMIN DENNIS; HANSEN NILS JAKOB VEST; KAVARANA MALCOLM J; CREASER STEFFAN PHILLIP; FRANKLIN GEORGE J; CENTRELLA PAOLO A; ACHARYA RAKSHA A
权利人:MORGAN BARRY; HALE STEPHEN; ARICO-MUENDEL CHRISTOPHER C; CLARK MATTHEW; WAGNER RICHARD; ISRAEL DAVID I; GEFTER MALCOLM L; BENJAMIN DENNIS; HANSEN NILS JAKOB VEST; KAVARANA MALCOLM J; CREASER STEFFAN PHILLIP; FRANKLIN GEORGE J; CENTRELLA PAOLO A; ACHARYA RAKSHA A; GLAXOSMITHKLINE LLC
摘要:The present invention provides a method of synthesizing libraries of molecules which include an encoding oligonucleotide tag.

专利号:US-6281245-B1
优先权日:1996-10-28
标 题:Methods for solid-phase synthesis of hydroxylamine compounds and derivatives, and combinatorial libraries thereof
发明人:PATEL DINESH V; NGU KHEHYONG
权利人:VERSICOR INC
摘要:A novel method for generating hydroxylamine, hydroxamic acid, hydroxyurea, and hydroxylsulfonamide compounds is disclosed. The method involves the nucleophilic attack of an alkoxyamine on a suitable solid phase support. Techniques of combinatorial chemistry can then be applied to the immobilized alkoxyamine to generate a diverse set of compounds. Cleavage of the compounds from the support yields a library of hydroxylamine or hydroxylamine derivative compounds, which can be screened for biological activity (e.g., inhibition of metalloproteinases).

专利号:US-6541276-B2
优先权日:1996-10-28
标题:Methods for solid-phase synthesis of hydroxylamine compounds and derivatives and combinatorial libraries thereof
发明人:PATEL DINESH V; NGU KHEHYONG
权利人:VERSICOR INC
摘要:A novel method for generating hydroxylamine, hydroxamic acid, hydroxyurea, and hydroxylsulfonamide compounds is disclosed. The method involves the nucleophilic attack of an alkoxyamine on a suitable solid phase support. Techniques of combinatorial chemistry can then be applied to the immobilized alkoxyamine to generate a diverse set of compounds. Cleavage of the compounds from the support yields a library of hydroxylamine or hydroxylamine derivative compounds, which can be screened for biological activity (e.g., inhibition of metalloproteases).

专利号:WO-2025136369-A1
优先权日:2023-12-19
标 题 :Safety-catch linkers for solid phase peptide synthesis
发明人:ALBERICIO PALOMERA FERNANDO; NOKI SIKABWE; DE LA TORRE BEATRIZ GARCIA; SANEII HOSSAIN
权利人:AAPPTEC LLC
摘要:A safety-catch linker for solid phase peptide synthesis (SPPS) is provided, having a chemical structure according to Formula I: Formula I, wherein R1 and R2 are each independently selected from hydrogen and methyl; R3 is absent or phenyl; and n is 0 or 1. Also provided are methods of synthesizing the linker, methods of solid phase peptide synthesis (SPPS) of a target peptide employing the resin-bound linker, and kits for SPPS.
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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


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2015).
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