α-FM-Lys | 496842-59-2

• 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: α-FM-Lys
• 英文别名: 2-Furoylmethyl-lysine；(2S)-6-amino-2-[[2-(furan-2-yl)-2-oxoethyl]amino]hexanoic acid
• CAS: 496842-59-2
• 化学式: C₁₂H₁₈N₂O₄
• 分子量: 254.286
• InChiKey: LHRIKAGOYREHPF-VIFPVBQESA-N

物化性质

• 沸点：
  459.3±45.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-乙酰-L-赖氨酸 、 β-乳糖 在 盐酸 、 水 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 31.0h， 生成 α-FM-Lys
  参考文献：
  名称：

  Studies on N-Terminal Glycation of Peptides in Hypoallergenic Infant Formulas:  Quantification of α-N-(2-Furoylmethyl) Amino Acids

  摘要：

  To obtain information about the extent of the early Maillard reaction between the N-termini of peptides and lactose, alpha-N-(2-furoylmethyl) amino acids (FMAAs) were quantified together with is an element of-N-(2-furoylmethyl) lysine (furosine) in acid hydrolyzates of hypoallergenic infant formulas, conventional infant formulas, and human milk samples using RP-HPLC with UV-detection. FMAAs are formed during acid hydrolysis of peptide-bound N-terminal Amadori products (APs), and furosine is formed from the Amadori products of peptide-bound lysine. Unambiguous identification was achieved by means of LC/MS and UV-spectroscopy using independently prepared reference material. The extent of acid-induced conversion of APs to FMAAs was studied by RP-HPLC with chemiluminescent nitrogen detection (CLND). Depending on the corresponding alpha-N-lactulosyl amino acid, between 6.0% and 18.1% of FMAAs were formed during hydrolysis for 23 h at 110 degrees C in 8 N HCl. From is an element of-N-lactulosyllysine, 50% furosine is formed under these conditions. Whereas furosine was detectable in all assayed samples, five different FMAAs, alpha-FM-Lys, alpha-FM-Ala, alpha-FM-Val, alpha-FM-Ile, and alpha-FM-Leu, were exclusively detected in acid hydrolyzates of hypoallergenic infant formulas in amounts ranging from 35 to 396 mu mol/100 g protein. Taking the conversion factors into account, modification of N-terminal amino acids in peptides by reducing carbohydrates was between 0.3% and 8.4%. This has to be considered within the discussion concerning the nutritional quality of peptide- containing foods.

  DOI：

  10.1021/jf061821b

文献信息

• Assay
  申请人：GENZYME LIMITED (formerly known as Genzyme (UK) Ltd)

  公开号：EP0526150A1

  公开（公告）日：1993-02-03

  Inter alia, a method for the determination of glycated protein in a sample characterised in that it comprises treating the sample with a protease and treating the protease-treated sample with a ketoamine oxidase, a product of this reaction being measured is disclosed.

  除其他外，还公开了一种测定样品中糖化蛋白质的方法，其特征在于该方法包括用蛋白酶处理样品，并用酮胺氧化酶处理蛋白酶处理过的样品，然后测定该反应的产物。
• US5370990A
  申请人：——

  公开号：US5370990A

  公开（公告）日：1994-12-06