Synthetic Study on L-Alanyl-L-Glutamine

谷氨酰胺（Gln）是机体内含量非常丰富的一种氨基酸，约占体内游离氨基酸的60%。尽管给危重和营养不良患者补充Gln在生理上具有必要性，但由于Gln在水中溶解度很低以及在溶液中不稳定，加热产生有毒的物质，使其在肠外营养中的应用受到限制。N(2)-L-丙氨酰-L-谷氨酰胺（Ala-Gln）是一种性质稳定且易溶的二肽，进入体内迅速水解成Gln发挥其作用，对大面积的突发性创伤的病人具有重要作用，在非常时期，将对保障军人的健康，提高军队的战斗力有重大作用，使其在肠外营养中的应用日益受到重视，目前是完全依赖进口，在非常时期，将面临无药可买的情况。在Ala-Gln的合成中，已有N-羧基内酸酐（NCA）偶联法...L-Glutamine(Gln) plays important role in the biosynthesis of Adenine, Guanine, Thymine, Cytosine, Uracil. Hence, for the patients, it is essential to provide them the Gln. However, Gln could not be included in currently available amino acid solutions due to its low solubility in water and the releasing of pyroglutamic acid and ammonia when it is under autoclave condition. Therefore, peptides cotai...学位：理学博士院系专业：化学化工学院化学系_有机化学学号：B20012501

Novel N,S-phenacyl protecting group and its application for peptide synthesis

The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe

丙氨酰-谷氨酰胺二肽合成工艺研究进展

目的:为丙氨酰-谷氨酰胺二肽(Ala-Gln)类药物的进一步研究和生产提供参考。方法:以\"丙氨酰-谷氨酰胺二肽\"\"合成工艺\"\"谷氨酸水解法\"\"D-氯(溴)代丙酸法\"\"N-羧基内酸酐法\"\"活化酯法\"\"三苯基膦/六氯乙烷缩合法\"\"Ala-Gln peptides drugs\"\"Synthetic process\"\"Appel condensation method\"等为关键词,组合查询在中国知网、Web of Science等数据库中收录的1987年1月-2017年12月发表的相关研究文献,进行归纳和总结。结果与结论:共检索到相关研究文献678篇,其中有效文献25篇。Ala-Gln以往的合成方法主要有谷氨酸水解法、D-氯(溴)代丙酸法、N-羧基内酸酐法、活化酯法、酶催化合成法等,这些方法存在步骤烦琐、反应成本高、带有毒性、合成路线长、大批量生产的产率难以控制等缺点,严重制约了其推广应用。三苯基膦/六氯乙烷缩合法具有合成成本低、可行性好、稳定性高、合成周期短等突出优点,为推动Ala-Gln类药物大规模的生产和应用提供了可能。国家自然科学基金资助项目(No.21778042);;福建省自然科学基金资助项目(No.2016J05200

(1R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo [2.2.1] heptan-2-one

The title compound, C22H24O2, has been obtained by a Grignard reaction of (1S, 4R)-methyl 7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylate with phenylmagnesium bromide. Intramolecular hydrogen bonding is observed between the carbonyl group and the hydroxy group

氯代烷烃、硫粉和氢亚磷酸酯一步合成S-烷基硫磷酸酯

S-苄基硫磷酸酯和S-烷基硫磷酸酯在农药中有着重要的应用。本文发展了一种无需催化剂,仅在碱作用下,氯代烷烃、硫粉以及氢亚磷酸酯三组份一步生成S-烷基硫磷酸酯的绿色经济方法,该反应可以在一步反应中同时构建磷—硫键和碳—硫键。以苄氯及衍生物、硫粉、氢亚磷酸酯在碳酸铯的促进下,室温反应,共合成了17个S-苄基硫磷酸酯,产率为70%～99%。同时,实现了脂肪链的氯代烃、硫粉和氢亚磷酸酯的反应,在三乙胺的促进下,在空气中60℃反应,共合成了13个S-烷基硫磷酸酯,产率为45%～93%。本方法在合成上和工业上将具有较好的应用前景。国家自然科学基金(21772163)资助项目~

(4S)-Benzyl 4-isopropyl-5-oxo-1,3-oxazolidine-3-carboxyl­ate

In the crystal structure of the title compound, C14H17NO4, obtained by the reaction of N-benzoxycarbonyl-l-valine, paraformaldehyde and 4-methyl­benzene­sulfonic acid, mol­ecules are linked by C—H⋯O hydrogen bonds, generating linear chains parallel to the a axis. C—H⋯π inter­actions of stacked benzene rings also provide stability for the crystal structure

Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters, amides and peptides under mild conditions

Chinese National Natural Science Foundation [21173178, 21232005]; Program for Changjiang Scholars and Innovative Research Team in University, Collaborative Innovation Center of Chemistry for Energy Materials, and Anhui [KJ2012B145, 2012rcjj03]A mild method is described for the conversion of carboxylic acids into esters, amides, as well as peptides without racemization through carboxyl activation by the reagent combination of POCl3 and DMAP. Long chain alcohols could be converted to the corresponding ester in good yields. P-31 NMR spectrum was used to detect phosphorus-containing intermediates in ongoing reactions directly, and a possible mechanism has been proposed based on these results

丙氨酰谷氨酰胺二肽对人脐静脉内皮细胞ECV304缺氧缺糖损伤的保护作用

目的观察丙氨酰谷氨酰胺二肽(丙谷二肽)对人脐静脉内皮细胞ECV304缺氧缺糖损伤的保护作用,并探讨其可能的作用机制。方法在以低氧低糖培养人脐静脉内皮细胞ECV304为细胞损伤模型的基础上,以噻唑蓝(MTT)比色法优化丙谷二肽的最佳作用浓度,显微镜观察细胞形态变化,流式细胞术检测线粒体膜电位。自动生化分析仪测定乳酸脱氢酶(LDH)活性,比色法检测谷胱甘肽(GSH)、丙二醛(MDA)的浓度,RT-PCR方法检测细胞内肿瘤坏死因子-α(TNF-α)、白细胞介素-6(IL-6)、热休克蛋白70(HSP70)、葡萄糖调节蛋白78(GRP78)和缺氧诱导因子-1α(HIF-1α)mRNA的表达。结果丙谷二肽能够使细胞在缺氧缺糖应激下存活率增加,线粒体损伤减轻,LDH分泌降低,GSH产生增加,HSP70和HIF-1αmRNA的表达增加。结论丙谷二肽对细胞缺氧缺糖损伤有明显的保护作用,这种保护作用可能与保护线粒体、维持细胞膜结构完整、上调细胞中应激基因HSP70和HIF-1α的表达有关

Catalyst-free synthesis of cycloalkenyl phosphonates

The reactions described provide a facile and efficient access to cycloalkenyl phosphonates with good to excellent yields via Diels-Alder cycloadditions between alkynyl phosphonates and 1,3-dienes under catalyst-free conditions. This journal is ? the Partner Organisations 2014