CAS: 4801-80-3; (S)-Benzyl (1-Amino-1-Oxo-3-Phenylpropan-2-yl)Carbamate

上下游产品

N-苄氧羰基-L-苯丙氨酸 N-Cbz-L-Phe 1161-13-3
N-(苄氧羰基)-L-苯丙氨酸甲酯 N-Carbobenzoxy-L-Phenylalanine Methyl Ester 35909-92-3
Methyl N-Benzyloxycarbonylphenylalaninate 32563-40-9
(4S)-4-苄基-5-氧代-1,3-恶唑烷-3-羧酸苄基酯 (4S)-4-Benzyl-5-Oxo-1,3-Oxazolidine-3-Carboxylic Acid Benzyl Ester 55740-07-3
N-苄氧羰基-L-苯丙氨酸 N-羟基琥珀酰亚胺酯 N-(Benzyloxycarbonyl)-Phenylalanine-N-Hydroxysuccinimide Ester 3397-32-8
N-苄氧羰基-L-苯丙氨酸对硝基苯酯 L-4-Nitrophenyl N-(Benzyloxycarbonyl)Phenylalanine 2578-84-9

📜N-苄氧羰基-L-苯丙氨酸置于咪唑,N-羟基丁二酰亚胺,Tea,四丁基氟化铵,1-羟基苯并三唑,1-(3-二甲基氨基丙基)-3-乙基碳二亚胺,N,N'-二环己基碳二亚胺,[双(三氟乙酰氧基)碘]苯体系中,用 四氢呋喃,水,N,N-二甲基甲酰胺,乙腈 作为反应溶剂,化学反应 48.0H,反应生成 N-苄氧羰基-L-苯丙氨酰胺
参考文献:苯丙氨酰-氨基环磷酰胺作为蛋白水解激活的模型前药:酶促裂解的合成,稳定性和立体化学要求.
标题:苯丙氨酰-氨基环磷酰胺作为蛋白水解激活的模型前药:酶促裂解的合成,稳定性和立体化学要求.
摘要:有人提出将4-氨基环磷酰胺(4-Nh2-Cpa,7)用作磷酰胺芥末的前药部分.合成了4-Nh2-Cpa的苯丙氨酸-共轭物的四个非对映异构体,并根据色谱和光谱数据确定了它们的立体化学.所有非对映异构体均在磷酸盐缓冲液中稳定,但只有15-的顺-(4R)-异构体可被α-胰凝乳蛋白酶有效裂解,半衰期为20分钟,比发现的8.9H至> 12H半衰期短得多.对于其他非对映异构体.顺式-(4R)-15蛋白水解产物的lc-Ms分析表明,4-Nh2-Cpa在蛋白水解后释放,并进一步分解为磷酰胺芥末.这些结果表明使用肽缀合的顺式-(4R)-4-Nh2-Cpa作为潜在的前药在肿瘤组织中进行蛋白水解激活的可行性.
DOI:10.1016/j.Bmcl.2006.10.017

专利信息

专利号:WO-2009080631-A2
优先权日:2007-12-21
标 题 :Chemo-enzymatic synthesis of a c-terminal aryl amide of an amino acid or peptide
发明人：QUAEDFLIEG PETER JAN LEONARD MARIO; NUIJENS TIMO; CUSAN CLAUDIA
权利人:DSM IP ASSETS BV; QUAEDFLIEG PETER JAN LEONARD MARIO; NUIJENS TIMO; CUSAN CLAUDIA
摘要:The present invention relates to a method for preparing an aryl amide, comprising reacting an aryl amine with a compound selected from N-protected amino acids and optionally N-protected peptides in the presence of a hydrolytic enzyme. The invention further relates to the use of a compound obtained in a method according to the invention in the manufacture of a diagnostic. In addition the invention relates to the use of a compound obtained in a method according to the invention as a substrate for a proteolytic enzyme.

专利号:EP-2634258-A1
优先权日:2012-02-29
标题 :Enzymatic synthesis of amino acid and peptide c-terminal amides

专利号:WO-2013129927-A1
优先权日:2012-02-29
标题:Enzymatic synthesis of amino acid and peptide c-terminal amides
发明人：QUAEDFLIEG PETER JAN LEONARD MARIO; NUIJENS TIMO
权利人:ENZYPEP B V
摘要:Method for enzymatically synthesising an amino acid or peptide C-terminal amide, from the corresponding N-protected amino acid ammonium salt or optionally N-protected peptide C-terminal carboxylic acid ammonium salt, by contacting said N-protected amino acid ammonium salt or optionally N- protected peptide C-terminal carboxylic acid ammonium salt with a serine endopeptidase. in an organic solvent or an organic solvent mixture containing 1 vol% or less water.

专利号:EP-1534279-A4
优先权日:2002-08-14
标 题:INHIBITORS OF PRENYLATION CONTAINING DIMETHYLCYCLOBUTANE, METHODS OF SYNTHESIS AND USE THEREOF

专利号:EP-1534279-A2
优先权日:2002-08-14
标 题:Prenylation inhibitors containing dimethyl-cyclobutane and methods of their synthesis and use

专利号:WO-2004016741-A2
优先权日:2002-08-14
标题:Prenylation inhibitors containing dimethyl-cyclobutane and methods of their synthesis and use