CAS: 4817-95-2; Methyl ((Benzyloxy)Carbonyl)-L-Valyl-L-Phenylalaninate

该化合物是一种由valine(Val)和苯丙氨(Phe)残留物组成的二甲基乙酸酯衍生物,N终点为苯氧基碳酸(Z)保护组,C终点为甲基酯(OMe)保护组.该化合物通常用于浸泡合成,作为建筑块或中间体,因为其稳定性和处理方便.Z组在固态阶段或溶液阶段合成期间提供保护,而甲基组则促进进一步的混合反应.其定义明确的结构和高纯度使其适合于医药化学,生物化学和药物开发的研究应用.该产品通常以丙基苯丙基苯和质谱法为特征,以确保质量和一致性.

英文名称Methyl ((Benzyloxy)Carbonyl)-L-Valyl-L-Phenylalaninate
中文名称((苄氧基)羰基)-L-缬氨酰-L-苯丙氨酸甲酯
IUPAC名称N-(((benzyloxy)carbonyl)-L-valyl)-N-methyl-L-phenylalanine
其它别名Z-Val-Phe-Ome; N-Cbz-Val-Phe Methyl Ester; N-Carbobenzyloxy-Val-Phe Methyl Ester; Z-Val-Phe Methyl Ester; L-Phenylalanine, N-[(Phenylmethoxy)Carbonyl]-L-Valyl-, Methyl Ester; Z-Val-Phe-Ome Usp/ep/bp; Cbz-Val-Phe-Ome; Methyl ((Benzyloxy)Carbonyl)-L-Valyl-L-Phenylalaninate
CAS编号4817-95-2
MFCD编号:MFCD00056140
分子式:C23H28N2O5
分子量:412.49
产品CID: 1476726
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: LCLXBNDAOUUZSN-PMACEKPBSA-N
InChI=1S/C23H28N2O5/c1-16(2)20(24-23(29)30-15-18-12-8-5-9-13-18)21(26)25(3)19(22(27)28)14-17-10-6-4-7-11-17/h4-13,16,19-20H,14-15H2,1-3H3,(H…
计算化学: 氢键受体数5.0氢键供体数2.0可旋转键数9.0

相似化合物

19542-51-9 15149-72-1 10342-47-9

MSDS等安全信息

上下游产品

(S)-N-(benzyloxycarbonyl)valine methyl (2S)-2-amino-3-phenylpropanoate methyl (2S)-2-amino-3-phenylpropanoate hydr°Chloride N-[(benzyloxy)carbonyl]-L-valine, compound with dicyclohexylamine (1:1)L-valyl-L-phenylalanine methyl ester 2N-cbz-L-Val-L-Phe-L-Leu-NH2 N-cbz-L-Val-L-Phe-OEt (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione

合成工艺路线路线简述

合成目标产物 Z-Val-Phe-Ome 主要起始原料 Methyl 3-Phenyl-L-Alaninate And Butanethioic Acid, 3-Methyl-2-[[(Phenylmethoxy)Carbonyl]Amino]-, S-2-Pyridinyl Ester, (2S)-
(文献来源)合成步骤主要原料 Methyl 3-Phenyl-L-Alaninate 和 Butanethioic Acid, 3-Methyl-2-[[(Phenylmethoxy)Carbonyl]Amino]-, S-2-Pyridinyl Ester, (2S)-

Cbz-L-缬氨酸置于n,N'-二环己基碳二亚胺体系中,用吡啶,二氯甲烷,三乙胺作为反应溶剂,化学反应 38.0H,反应生成 Z-缬氨酰-苯丙氨酸甲酯
参考文献:Effenberger,Franz; Brodt,Werner,Chemische Berichte,1985,Vol. 118,# 2,P. 468-482
标题:Effenberger,Franz; Brodt,Werner,Chemische Berichte,1985,Vol. 118,# 2,P. 468-482

海关参考信息

2902600000-乙苯
2905121000-正丙醇
2906210000-苄醇
2912110000-甲醛
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主要参考文献

参考标题:Amino Acids And Peptides. Xxviii. Synthesis Of Peptide Fragments Related To Eglin C And Studies On The Relationship Between Their Structure And Effects On Human Leukocyte Elastase, Cathepsin G And .Alpha.-Chymotrypsin.
作者:Satoshi Tsuboi,Kazunori Nakabayashi,Yoshikazu Matsumoto,Naoki Teno,Yuko Tsuda,Yoshio Okada,Yoko Nagamatsu,Junichiro Yamamoto
摘要:Various Peptide Fragments Related To Eglin C, Which Consists Of 70 Amino Acid Residues, Were Synthesized By A Conventional Solution Method And Their Inhibitory Effects On Leukocyte Elastase, Cathepsin G And α-Chymotrypsin Were Examined. Among Them, H-Arg-Glu-Tyr-Phe-Ome (Eglin C 22-25) And H-Ser-Pro-Val-Thr-Leu-Asp-Leu-Arg-Tyr-Ome (Eglin C 41-49) Inhibited Cathepsin G And α-Chymotrypsin But Not Leukocyte Elastase, While H-Thr-Asn-Val-Val-Ome (Eglin C 60-63) Inhibited Leukocyte Elastase But Not Cathepsin G Or α-Chymotrypsin, Although Eglin C Potently Inhibited Leukocyte Elastase, Cathepsin G And α-Chymotrypsin. These Results Indicated That The Interaction Sites Of Eglin C With Leukocyte Elastase, Cathepsin G And α-Chymotrypsin Might Be Different.

合成参考文献

参考文献:10.1152/ajpgi.00406.2003
摘要:Weber H, Jonas L, Hühns S, Schuff-Werner P. Dysregulation of the calpain-calpastatin system plays a role in the development of cerulein-induced acute pancreatitis in the rat. American Journal of Physiology-Gastrointestinal and Liver Physiology. 2004 Jun;286(6):G932–41. doi: 10.1152/ajpgi.00406.2003.