N-(Nalpha-benzyloxycarbonyl-Nepsilon-tert-butoxycarbonyl-L-lysyl)-L-proline tert-butyl ester | 32489-84-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(Nalpha-benzyloxycarbonyl-Nepsilon-tert-butoxycarbonyl-L-lysyl)-L-proline tert-butyl ester
• 英文别名: tert-butyl (2S)-1-[(2S)-6-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylate
• CAS: 32489-84-2
• 化学式: C₂₈H₄₃N₃O₇
• 分子量: 533.665
• InChiKey: KQEYKBVEACXWGO-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(Nalpha-benzyloxycarbonyl-Nepsilon-tert-butoxycarbonyl-L-lysyl)-L-proline tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 4.5h， 生成 L-Lys(Boc)-L-Pro-OBu^t
  参考文献：
  名称：

  NAcSDKP Analogues Resistant to Angiotensin-Converting Enzyme

  摘要：

  Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been successively replaced by an aminomethylene bond. In the second one, the C-terminus of the peptide has been modified by decarboxylation or amidation. The results reported here indicate that all of these molecules but one have good stability toward the enzyme but none of the compounds is able to inhibit NAcSDKP hydrolysis by ACE.

  DOI：

  10.1021/jm9701132
• 作为产物：
  描述：

  Nε-Boc-Nα-Cbz-L-赖氨酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.08h， 生成 N-(Nalpha-benzyloxycarbonyl-Nepsilon-tert-butoxycarbonyl-L-lysyl)-L-proline tert-butyl ester
  参考文献：
  名称：

  NAcSDKP Analogues Resistant to Angiotensin-Converting Enzyme

  摘要：

  Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been successively replaced by an aminomethylene bond. In the second one, the C-terminus of the peptide has been modified by decarboxylation or amidation. The results reported here indicate that all of these molecules but one have good stability toward the enzyme but none of the compounds is able to inhibit NAcSDKP hydrolysis by ACE.

  DOI：

  10.1021/jm9701132

文献信息

• Piperidine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04954625A1

  公开（公告）日：1990-09-04

  Novel compounds of the formula: ##STR1## [wherein A is an .alpha.-amino acid residue; B is a group represented by the formula: ##STR2## wherein R.sup.4 is hydrogen, lower alkyl, aralkyl or amino-lower alkyl), whereby the linkage between the symbols A and B designates a peptide bond and the group R.sup.4 in B may be linked with A; R.sup.1 is hydrogen, lower alkyl or aralkyl; R.sup.2 is hydrogen, lower alkyl, aralkyl or acyl; X is alkylene] and salts thereof posses, for example, inhibitory activity on angiotensin converting enzyme, and are useful as an agent for diagnosis, prevention or treatment of hypertension as well as circulatory diseases such as cardiopathy and cerebral apoplexy.

  该公式的新化合物：##STR1## [其中A是α-氨基酸残基；B是由公式表示的基团：##STR2## 其中R.sup.4是氢、低碳基、芳基烷基或氨基-低碳基），其中符号A和B之间的连接表示肽键，基团B中的R.sup.4可以与A连接；R.sup.1是氢、低碳基或芳基烷基；R.sup.2是氢、低碳基、芳基烷基或酰基；X是烷基]及其盐具有例如对血管紧张素转换酶的抑制活性，并且可用作诊断、预防或治疗高血压以及心血管疾病如心脏病和脑卒中的药物。
• Amino thiol dipeptides
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04500518A1

  公开（公告）日：1985-02-19

  Amino thiol substituted dipeptides of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.

  公开了式子为##STR1##的氨基巯基取代二肽。这些化合物由于它们的血管紧张素转换酶抑制活性而被用作降压剂，并且根据X的定义，它们也可以由于它们的脑啡肽酶抑制活性而被用作镇痛剂。
• Intermediates for substituted peptide compounds
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04535176A1

  公开（公告）日：1985-08-13

  Intermediates of the formula ##STR1## are disclosed. These compounds are useful in preparing substituted peptide compounds which possess hypotensive and analgesic activity.

  公式的中间体##STR1##已经被披露。这些化合物在制备具有降压和镇痛活性的取代肽化合物方面是有用的。
• Piperidine derivatives
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04816466A1

  公开（公告）日：1989-03-28

  Novel Compounds of the formula: ##STR1## [wherein A is an .alpha.-amino acid residue; B is a group represented by the formula: ##STR2## (wherein R.sup.4 is hydrogen, lower alkyl, aralkyl or amino-lower alkyl), whereby the linkage between the symbols A and B designates a peptide bond and the group R.sup.4 is B may be linked with A; R.sup.1 is hydrogen, lower alkyl or aralkyl; R.sup.2 is hydrogen, lower alkyl, aralkyl or acyl; X is alkylene] and salts thereof posses, for example, inhibitory activity on angiotension converting enzyme, and are useful as an agent for diagnosis, prevention or treatment of hypertension as well as circulatory diseases such as cardiopathy and cerebral apoplexy.

  式子为：##STR1##的新化合物[其中A为α-氨基酸残基；B为由式子##STR2##表示的基团（其中R.sup.4为氢、低烷基、芳基烷基或氨基-低烷基），A和B之间的连接表示肽键，且基团R.sup.4可以与A连接；R.sup.1为氢、低烷基或芳基烷基；R.sup.2为氢、低烷基、芳基烷基或酰基；X为烷基）及其盐具有抑制血管紧张素转化酶的活性，可用作高血压、心脏病和脑卒中的诊断、预防或治疗剂。
• SUGIXARA, XIROSADA;NISIKAVA, KOXEHJ;ITO, KATSUMI
  作者：SUGIXARA, XIROSADA、NISIKAVA, KOXEHJ、ITO, KATSUMI

  DOI：——

  日期：——