L-赖氨酰-L-亮氨酸 | 7369-79-1

• 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
• 中文名称: L-赖氨酰-L-亮氨酸
• 英文名称: lys-leu
• 英文别名: (2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-4-methylpentanoic acid
• CAS: 7369-79-1
• 化学式: C₁₂H₂₅N₃O₃
• 分子量: 259.349
• InChiKey: ATIPDCIQTUXABX-UWVGGRQHSA-N

物化性质

• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-6-Amino-2-((S)-2-amino-propionylamino)-hexanoic acid 、 L-赖氨酰-L-亮氨酸 生成
  参考文献：
  名称：

  气相中肽键的受控形成

  摘要：

  质子结合肽复合物的光激发（使用 157 nm 真空紫外线辐射）导致水消除和更长的氨基酸链的形成。因此，质子结合的二聚体似乎是肽形成途径中的长寿命中间体。产品特异性可以通过选择特定的复合物和在 N 或 C 端加入封闭基团来控制。使用碰撞诱导解离确认产物肽序列。

  DOI：

  10.1021/ja205471n
• 作为产物：
  描述：

  Lys-Leu-MCA 在 乙二胺四乙酸 、 dipeptydyl-peptidase DPP₅ 、 sodium phosphate 、 sodium chloride 作用下， 以 水 为溶剂， 反应 0.5h， 生成 L-赖氨酰-L-亮氨酸
  参考文献：
  名称：

  Identification and Characterization of Prokaryotic Dipeptidyl-peptidase 5 from Porphyromonas gingivalis

  摘要：

  Background: Dipeptidyl-peptidases (DPPs) are key factors for amino acid metabolism and bacterial growth of asaccharolytic Porphyromonas gingivalis. Results: DPP5, which is specific for Ala and hydrophobic residues, is expressed in the periplasmic space of P. gingivalis.Conclusion: DPP5 was discovered in prokaryotes for the first time. Significance: The discovery of DPP5 expands understanding of amino acid and energy metabolism in prokaryotes. Porphyromonas gingivalis, a Gram-negative asaccharolytic anaerobe, is a major causative organism of chronic periodontitis. Because the bacterium utilizes amino acids as energy and carbon sources and incorporates them mainly as dipeptides, a wide variety of dipeptide production processes mediated by dipeptidyl-peptidases (DPPs) should be beneficial for the organism. In the present study, we identified the fourth P. gingivalis enzyme, DPP5. In a dpp4-7-11-disrupted P. gingivalis ATCC 33277, a DPP7-like activity still remained. PGN_0756 possessed an activity indistinguishable from that of the mutant, and was identified as a bacterial orthologue of fungal DPP5, because of its substrate specificity and 28.5% amino acid sequence identity with an Aspergillus fumigatus entity. P. gingivalis DPP5 was composed of 684 amino acids with a molecular mass of 77,453, and existed as a dimer while migrating at 66 kDa on SDS-PAGE. It preferred Ala and hydrophobic residues, had no activity toward Pro at the P1 position, and no preference for hydrophobic P2 residues, showed an optimal pH of 6.7 in the presence of NaCl, demonstrated K-m and k(cat)/K-m values for Lys-Ala-MCA of 688 m and 11.02 m(-1) s(-1), respectively, and was localized in the periplasm. DPP5 elaborately complemented DPP7 in liberation of dipeptides with hydrophobic P1 residues. Examinations of DPP- and gingipain gene-disrupted mutants indicated that DPP4, DPP5, DPP7, and DPP11 together with Arg- and Lys-gingipains cooperatively liberate most dipeptides from nutrient oligopeptides. This is the first study to report that DPP5 is expressed not only in eukaryotes, but also widely distributed in bacteria and archaea.

  DOI：

  10.1074/jbc.m113.527333

文献信息

• DPP4 INHIBITOR AND PHARMACEUTICAL APPLICATION THEREOF
  申请人：Ajinomoto Co., Inc.

  公开号：EP1875921A1

  公开（公告）日：2008-01-09

  The present invention provides a Dpp4 inhibitor which comprises a leucine derivative of the following formula (1) or a methionine derivative of the following formula (2): wherein each R1 and R3 represents a hydrogen atom (H) and an L-amino acid residue; R2 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline, alanine and phenylalanine) residue or L-amino-acid amide (except for proline amide, alanine amide and phenylalanine amide) residue; and R4 represents a hydroxyl group (OH), alkoxy group having 1 to 6 carbon atoms, amino group (NH2), alkylamino group having 1 to 6 carbon atoms, glycine residue, β-alanine residue, L-amino acid (except for proline and alanine) residue or L-amino-acid amide (except for proline amide and alanine amide) residue. These derivatives also act as autophagy regulators.

  本发明提供了一种Dpp4抑制剂，其包括以下式(1)的亮氨酸衍生物或以下式(2)的蛋氨酸衍生物：其中每个R1和R3代表氢原子（H）和一个L-氨基酸残基；R2代表一个羟基（OH）、具有1至6个碳原子的烷氧基、氨基（NH2）、具有1至6个碳原子的烷基氨基、甘氨酸残基、β-丙氨酸残基、L-氨基酸（丙氨酸、丙氨酸和苯丙氨酸除外）残基或L-氨基酸酰胺（丙氨酸酰胺、丙氨酸酰胺和苯丙氨酸酰胺除外）残基；以及R4代表一个羟基（OH）、具有1至6个碳原子的烷氧基、氨基（NH2）、具有1至6个碳原子的烷基氨基、甘氨酸残基、β-丙氨酸残基、L-氨基酸（丙氨酸和丙氨酸除外）残基或L-氨基酸酰胺（丙氨酸酰胺和丙氨酸酰胺除外）残基。这些衍生物还作为自噬调节剂。
• CULTURE MEDIUM COMPRISING OLGOPEPTIDES
  申请人：Evonik Technochemie GmbH

  公开号：EP3372671A1

  公开（公告）日：2018-09-12

  The invention relates to a culture medium, preferably a cell culture medium, comprising an oligopeptide of 2-10 amino acid units in length, said amino acid units being natural amino acids, and at least one amino acid unit being a lysine unit, the oligopeptide not comprising glycine (Gly) and glutamic acid (Glu) and the tripeptide Lys-Lys-Lys being excluded. The invention further relates to the use of a culture medium of the invention for culturing cells, preferably plant cells, animal cells or mammalian cells. Another aspect of the invention relates to a method of manufacturing a cell culture product comprising the steps of (i) providing a cell capable of producing said cell culture product; (ii) contacting said cell with a culture medium according to the invention; and (iii) obtaining said cell culture product from said culture medium or from said cell.

  本发明涉及一种培养基，最好是细胞培养基，包含长度为 2-10 个氨基酸单位的寡肽，所述氨基酸单位为天然氨基酸，至少一个氨基酸单位为赖氨酸单位，寡肽不包括甘氨酸（Gly）和谷氨酸（Glu），也不包括三肽 Lys-Lys-Lys。 本发明还涉及使用本发明的培养基培养细胞，最好是植物细胞、动物细胞或哺乳动物细胞。 本发明的另一个方面涉及一种制造细胞培养产品的方法，包括以下步骤：(i) 提供能够生产所述细胞培养产品的细胞；(ii) 将所述细胞与根据本发明的培养基接触；(iii) 从所述培养基或所述细胞中获得所述细胞培养产品。
• PLANT PEPTIDE TRANSPORT GENE
  申请人：THE UNIVERSITY OF TENNESSEE RESEARCH CORPORATION

  公开号：EP0767797A1

  公开（公告）日：1997-04-16
• EP0767797A4
  申请人：——

  公开号：EP0767797A4

  公开（公告）日：1998-06-10
• DIPEPTOID-PRODRUGS UND IHRE VERWENDUNG
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2185552B1

  公开（公告）日：2014-03-12