L-脯氨酸 L-proline

概况

L-脯氨酸化学式
  • 中文名称

    L-脯氨酸; D-吡咯烷-2-羧酸; L-脯氨; L-氢化吡咯甲酸; (S)-吡咯烷-2-羧酸; 2-吡咯烷羧酸

  • 英文名称

    L-proline; <i>L</i>-proline

  • 化学式

    C5H9NO2

  • 分子量

    115.13

  • 分类属性

    羧酸脂肪醇五碳四氢吡咯

  • 类药性

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编码系统

物化性质

  • 物理描述 Physical Description

    Solid

  • 颜色/状态 Color Form

    Flat needles from alcohol + ether; prisms from water

  • 气味 Odor

    Odorless

  • 味道 Taste

    Sweet

  • 熔点 Melting Point

    220-222 °C, decomposes

  • 溶解度 Solubility

    Solubility in 100 mL of water: 127 g at 0 °C; 162 g at 25 °C; 206.7 g at 50 °C; 239 g at 65 °C

  • 密度 Density

    1.064 at 24 °C

  • 蒸汽压力 Vapor Pressure

    3.02X10-8 mm Hg at 25 °C (est)

  • 稳定性/保质期 Stability Shelf Life

    Stable under recommended storage conditions.

  • 分解 Decomposition

    When heated to decomposition it emits toxic vapors of /nitrogen oxides/.

  • 解离常数 Dissociation Constants

    pK1 = 1.99 /carboxylic/; pK2 = 10.60 /amine/

  • 其他实验性质 Other Experimental Properties

    Monohydrate, crystals. MP 190 °C (when anhydrous, decomposes at 205 °C). Soluble in water, alcohol; sparingly soluble in acetone, chloroform, benzene; insoluble in ether /DL-Proline/

  • 辛醇/水分配系数 LogP

    -2.54

  • 旋光度 Optical Rotation

    Specific optical rotation: -85.0 at 23.4 °C/D; -52.6 at 20 °C/D (0.50N hydrochloric acid, 0.58%); -93.9 deg at 20 °C/D (0.6N potassium hydroxide, 2.4%)

  • 碰撞截面 Collision Cross Section

    125.1 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

计算性质

  • 辛醇/水分配系数 LogP

    -2.5

  • 重原子数 Heavy atoms count

    8

  • 可旋转键数 Rotatable bond count

    1

  • 环数 Number of rings

    1

  • sp3杂化的碳原子比例 Carbon bond saturation (Fsp3)

    0.8

  • 拓扑面积 Polar surface area (Å)

    49.3

  • 氢给体数 Hydrogen bond donors count

    2

  • 氢受体数 Hydrogen bond acceptors count

    3

分类

ADME

吸收、分配和排泄
代谢
吸收、分配和排泄

L-proline is absorbed from the gastrointestinal tract. Ingested dietary protein is denatured in the stomach due to low pH. Denaturing and unfolding of the protein makes the chain susceptible to proteolysis. Up to 15% of dietary protein may be cleaved to peptides and amino acids by pepsins in the stomach. In the duodenum and small intestine digestion continues through hydrolytic enzymes (e.g. trypsin, chymotrypsins, elastase, carboxypeptidase). The resultant mixture of peptides and amino acids is then transported into the mucosal cells by specific carrier systems for amino acids and for di- and tripeptides. The products of digestion are rapidly absorbed. Like other amino acids L-proline is absorbed from ileum and distal jejeunum.

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代谢

Absorbed peptides are further hydrolyzed resulting in free amino acids which are secreted into the portal blood by specific carrier systems in the mucosal cell. Alternatively they are metabolized within the cell itself. Absorbed amino acids pass into the liver where a portion of the amino acids are used. The remainder pass through into the systemic circulation and are utilized by the peripheral tissue. L-proline is actively transported across the intestine from mucosa to serosal surface. The mechanism of absorption is that of the ion gradient. All L-amino acids are absorbed by Na+dependant, carrier mediated process. This transport is energy dependant by ATP. Plasma L-proline concentrations in normal subjects are reported to be ca. 168 uM/L +/- 60 mM/L with plasma samples collected from healthy volunteers after an overnight fast. As with most nutrients, plasma concentration of L-proline is subject to homeostasis. A number of hormones (e.g., thyroid hormone, catecholamines, and growth hormone) may affect plasma AA levels in diseases. However, in the physiologic state, their influence is probably marginal. However, there is the counter-regulatory hormone system with cortisol and glucagon which influences the blood level of amino acids involved in gluconeogenesis, such as L-proline.

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反应信息

#1
R1
+
R2
P1
反应详情
反应描述
参考文献

晶体信息

安全信息

  • 危险品标志

    Xn;Xi

  • WGK Germany

    3

  • 危险品运输编号

    UN 2910 7

  • 海关编码

    2933990090

  • RTECS号

    TW3584000

  • 安全说明
    S24/25
  • 危险类别码
    R22;R36/37/38

SDS

提供商 修订日期 查看
Accela ChemBio Inc 点击查看
Fisher Scientific 2018-01-18 点击查看
AppliChem 2021-02-12 点击查看
COMBI-BLOCKS 2019-12-13 点击查看
Science Lab 2013-05-21 点击查看
Sigma Aldrich 2022-02-23 点击查看
ThermoFisher 2020-02-14 点击查看
USP 2021-02-25 点击查看
EMD Millipore 2014-10-08 点击查看
Sigma Aldrich 2021-02-25 点击查看