CAS: 1676-73-9; H-Glu(Obzl)-Oh

该化合物是一个氨酸衍生物,具有附着于L-glutac酸伽马位置的苯基化合物组的特点,其特征是白色晶状外观,在极地有机溶剂中可溶解,具有氨酸的典型特性,包括能够参与peptide 债券形成,使其与peptide合成和生物化学相关; 苯基集团的存在增强了其疏水特性,可影响其在生物系统中的互动及其在药物设计中的效用. -Benzyl L-glutamate经常被用作有机合成的保护性组,特别是由于其在各种反应条件下的稳定性,在聚虫剂合成中,特别是在聚氨酯中,它作为保护性组,此外,它可以作为制药和其他生物活性化合物开发的建筑块,其结构特征有助于其在各种化学反应中的回作用和功能,使其在研究和工业应用中成为有价值的化合物.

结构式图片

相似化合物

2578-33-8 123639-61-2 13574-13-5

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REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号56-86-0 L-谷氨酸 | CAS号100-51-6 苯甲醇 | CAS号2768-50-5 H-Glu(OBzl)-OBzl | CAS号100-39-0 溴化苄 | CAS号104-15-4 对甲苯磺酸 | CAS号2791-84-6 L-谷氨酸双苄酯对甲苯磺酸盐 | CAS号98-11-3 苯磺酸 | CAS号106928-72-7 TERT-BUTYL (1S,... | CAS号3190-71-4 谷氨酸 5-苄酯 N-羧基环内酸酐 | CAS号3081-61-6 L-茶氨酸 | CAS号45120-30-7 l-谷氨酸1-叔丁酯 | CAS号56-86-0 L-谷氨酸 | CAS号24277-39-2 B°C-L-谷氨酸-1-叔丁酯 | CAS号98-79-3 L-焦谷氨酸 | CAS号100-52-7 苯甲醛 | CAS号65-85-0 苯甲酸 | CAS号100-51-6 苯甲醇

合成工艺路线路线简述

    L-谷氨酸双苄酯对甲苯磺酸盐置于乙二胺四乙酸,水,Copper(II) Sulfate体系中,化学反应生成L-谷氨酸 γ-苄酯
    参考文献:嘧啶-4-基取代的α-氨基酸的合成.炔基酮的通用方法
    标题:嘧啶-4-基取代的α-氨基酸的合成.炔基酮的通用方法
    摘要:Am与α-氨基酸炔基酮的反应显示出是嘧啶-4-基取代的α-氨基酸的通用途径.该途径也适用于平行合成方法,并允许形成一定范围的嘧啶-4-基取代的α-氨基酸,包括天然存在的α-氨基酸l-山thy碱4.
    Doi:10.1039/a806741D

    海关参考信息

    专利信息


    专利号:US-9623125-B2
    优先权日:2011-10-24
    标 题:Controlled synthesis of polyglutamates with low polydispersity and versatile architectures
    发明人:VICENT DOCON MARIA JESUS; BARZ MATTHIAS; CANAL FABIANA; CONEJOS SANCHEZ INMACULADA; DURO CASTANO AROA; ENGLAND RICHARD MARK
    权利人:FUND DE LA COMUNIDAD VALENCIANA “CENTRO DE INVESTIG PRINCIPE FELIPEâ€?
    摘要:Polyglutamates are well known to be highly biocompatible, biodegradable and multifunctional polymers, which have been already used as building blocks in polymer drug conjugates and polymeric micelles. Those systems have been applied to various medical applications ranging from therapy to molecular imaging. Furthermore a polyglutamic acid (PGA) paclitaxel conjugate has already entered clinical studies (Opaxioâ„¢ PGA-PTX conjugate currently in phase III of Clinical trials). n In this context, a synthetic pathway to a plethora functional polyglutamates (homopolymers, block-co-polymers, tribocks) with well-defined structure, adjustable molecular weight (Mw) and low dispersity (D=Mw/Mn<1.2) applying the ring opening polymerization (ROP) of N-carboxyanhydrides (NCA) has been developed. Additionally, the acid moieties of the polyglutamates can be activated with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium (DMTMM) and various functionalities can be easily introduced by “post-polymerization modificationâ€? yielding a set orthogonal reactive attachment sides. The reactive moieties, such as azides, maleimides, thiols, akynes (linear or cyclic) offer the opportunity of specific conjugation of the drugs, targeting moieties or markers. Besides introducing reactive groups the functionalization strategy was also used for PEGylation of PGA reducing charge induced interactions and therefore pharmacological properties, such as blood circulation time may be adjusted. n In summary, a tool kit of various polyglutamates has been developed enabling the synthesis of a variety of polymer drug conjugates or polymer based imaging agents. The functional polymeric precursors developed will allow us to functionalize and therefore adjust the polymer properties to a desired aplication.

    专利号:WO-2025172829-A1
    优先权日:2025-02-11
    标 题:Synthesis of chimeric peptosomes hybridized with rod-shaped gold nanoparticles and aptamer-targeted for breast cancer therapy and imaging
    发明人:SABOURY SICHANI BITA
    权利人:SABOURY SICHANI BITA
    摘要:The invention focuses on creating chimeric peptosomes combined with gold nanoparticles and fitted with aptamers for targeted therapy and imaging of breast cancer. It aims to solve the problem of effectively targeting breast cancer cells without harming healthy cells. The method uses a special polypeptide made of polyethylene glycol (PEG) and poly(γ-benzyl L-glutamate) (PGBLG) to form a peptosome with a strong core for containing the chemotherapy drug doxorubicin. The peptosome is designed for controlled release of the drug and also allows for the inclusion of gold nanoparticles. The EpCAM aptamer is used to target cancer cells more precisely, improving therapy effectiveness and imaging through the unique properties of gold nanoparticles. This new platform enhances treatment success while minimizing side effects, representing a major advance in targeted cancer therapy.

    专利号:US-6703213-B2
    优先权日:1998-02-02
    标 题:Substrate analogs for MurG, methods of making same and assays using same
    发明人:KAHNE SUZANNE WALKER; MEN HONGBIN; PARK PETER; GE MIN
    权利人:UNIV PRINCETON
    摘要:General methods for monitoring the activity of MurG, a GlcNAc transferase involved in bacterial cell wall biosynthesis, is disclosed. More particularly, the synthesis of simplified substrate analogs of Lipid I (the natural substrate for MurG), which function as acceptors for UDP-GlcNAc in an enzymatic reaction catalyzed by MurG, is described. Assays using the substrate analogs of the invention are further disclosed, which are useful for identifying a variety of other substrates, including inhibitors of MurG activity, for facilitating mechanistic and/or structural studies of the enzyme and for other uses. High throughput assays are also described.

    专利号:US-10927147-B2
    优先权日:2015-12-10
    标 题:Muramyl peptide derivative compound, synthesis and uses thereof
    发明人:ELLA KRISHNA MURTHY; BRUNDA GANNERU; KUMAR HALMATHUR MAHABALARAO SAMPATH; SREEKANTH MIRYALA
    权利人:BHARAT BIOTECH INT LTD; COUNCIL SCIENT IND RES
    摘要:The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof. n n n n n n n n n n Wherein, R can be both linear and branched alkyl, aryl, substituted aryl and alkoxy alkyl. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

    专利号:US-10576147-B2
    优先权日:2015-12-15
    标题:Muramyl peptide derivative compound, synthesis and uses thereof
    发明人:ELLA KRISHNA MURTHY; BRUNDA GANNERU; KUMAR HALMATHUR MAHABALARAO SAMPATH; SREEKANTH MIRYALA
    权利人:BHARAT BIOTECH INT LTD; COUNCIL SCIENT IND RES
    摘要:The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof; n nwherein R 1 and R 2 both are hydrogen; or R 1 is hydrogen and R 2 is alkyl or aryl; or R 1 is alkyl or aryl and R 2 is hydrogen; or R 1 and R 2 both are alkyl or aryl (same or different groups); wherein alkyl group constitute C1-C6 alkyl or higher (both linear and branched) with or without heteroatoms; and aryl group constitute phenyl, substituted phenyl, heteraryl, arylalkyl and polynuclear aromatics. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

    专利号:EP-2772497-B1
    优先权日:2011-10-24
    标 题 :Controlled synthesis of polyglutamates with low polydispersity and versatile architectures
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    主要参考文献

    参考标题:Synthèse D'Analogues Structuraux De L'élédoïsine. 1RePartie: Préparation Des Produits Intermédiaires
    作者:Ed. Sandrin,R. A. Boissonnas
    摘要:The Preparation Of New Dipeptides And Tripeptides, Which Are Useful Intermediates In The Synthesis Of Eledoisin Analogues, Is Described.

    合成参考文献


    摘要:Zimmer, R.; Trawny, D., Science of Synthesis Knowledge Updates, (2013) 4, 193.
    摘要:La Venia, A.; Kovalová, A.; Vrabel, M., Science of Synthesis, (2021) , 97.
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