N-(carboxymethyl)valine | 41035-83-0

• 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-(carboxymethyl)valine
• 英文别名: N-carboxymethyl-valine；(+/-)-Imino-essigsaeure-α-isovaleriansaeure；DL-α-Carboxymethylamino-isovaleriansaeure；N-Carboxymethyl-valin；2-(Carboxymethylamino)-3-methylbutanoic acid
• CAS: 41035-83-0；112496-36-3
• 化学式: C₇H₁₃NO₄
• 分子量: 175.185
• InChiKey: MZXLPKIEZZVMBY-UHFFFAOYSA-N

物化性质

• 沸点：
  349.0±27.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990

反应信息

• 作为产物：
  描述：

  溴乙酸 、 D,L-valine 在 三乙胺 作用下， 以 水 为溶剂， 反应 72.0h， 生成 N-(carboxymethyl)valine
  参考文献：
  名称：

  Identification and quantitation ofN-(carboxymethyl)valine adduct in hemoglobin by gas chromatography/mass spectrometry

  摘要：

  A sensitive, specific and reproducible method was developed for the quantitation of the hemoglobin (Hb) adduct N-(carboxymethyl)valine (CMV). This adduct is one of various products from the Maillard reaction, involving reducing sugars and amino acids, proteins or other molecules with a free amino group. Such adducts, including N epsilon-(carboxymethyl)lysine (CML), are called advanced glycation end products (AGE) and have been correlated with aging and severity of diabetes in human tissues. This method was developed to examine the CMV-Hb adduct as a possible AGE formed by reaction of Hb with glucose or other oxidation products. CMV was cleaved selectively from isolated globin using pentafluorophenyl isothiocyanate (PFPITC) in a modified Edman degradation at pH 9.5. The carboxyl group of the adduct was derivatized to its methyl ester with diazomethane. The resulting derivative, 5-isopropyl-1-(methyl acetate)-3-pentafluorophenyl-2-thiohydantoin, was detected by gas chromatography/mass spectrometry with selected ion monitoring (GC/SIM/MS). Quantitation was based on the response factor of the derivative molecular ion (m/z 396) from synthesized CMV and N-(2-carboxyethyl)valine (molecular ion m/z 410) as internal standard. This method exhibits reproducibility and linearity in the range 0.2-100 ng CMV. The limit of quantitation (0.2 ng CMV) gave a signal-to-noise ratio greater than 5:1 using a 1:30 sample aliquot. The GC/SIM/MS method can detect CMV adduct in 5 mg globin samples with relative standard deviations less than 5%. This approach avoids tedious acid hydrolysis and interference from other amino acids. The molecular ion and other CMV derivative ion assignments from samples were confirmed by accurate mass determinations using GC/high resolution SIM/MS. Measurements from random mouse, rat and human globin samples gave mean CMV levels of about 6, 5 and 14 nmol g-1 Hb in these species, respectively.

  DOI：

  10.1002/(sici)1096-9888(199905)34:5<537::aid-jms806>3.0.co;2-h

文献信息

• Abderhalden; Haase, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1931, vol. 202, p. 54
  作者：Abderhalden、Haase

  DOI：——

  日期：——
• A NONINVASIVE METHOD FOR DIAGNOSING A DANDRUFF CONDITION
  申请人：The Procter & Gamble Company

  公开号：EP2972324B1

  公开（公告）日：2020-04-22
• A NONINVASIVE METHOD FOR MEASURING OXIDATIVE STRESS AND OXIDATIVE DAMAGE FROM SKIN
  申请人：The Procter & Gamble Company

  公开号：EP2972324A1

  公开（公告）日：2016-01-20
• A NONINVASIVE METHOD FOR DIAGNOSING A DANDRUFF CONDITION BY MEASURING OXIDIZED LIPIDS IN SKIN SAMPLES
  申请人：The Procter & Gamble Company

  公开号：EP3287783B1

  公开（公告）日：2020-02-26
• A METHOD OF IMPROVING HAIR QUALITY BY IMPROVING SCALP HEALTH
  申请人：The Procter & Gamble Company

  公开号：EP3302407A1

  公开（公告）日：2018-04-11