双语化学辞典Chem Lexicon
化合物 · 生物化学 · 光合色素 Biochemistry · Photosynthetic pigments

叶绿素Chlorophyll

拼音Pinyin yè lǜ sù 别名Also 叶绿素 a;叶绿素 b;chlorophyll a; chlorophyll b

定义Definition

叶绿素是植物、藻类和蓝细菌中进行光合作用的主要绿色色素,结构为以镁离子为中心的二氢卟吩(chlorin)大环,并连有一条长的叶绿醇疏水尾。它吸收红光和蓝紫光、反射绿光,把光能转化为化学能。叶绿素 a 的分子式为 C₅₅H₇₂MgN₄O₅。

Chlorophyll is the main green pigment of photosynthesis in plants, algae and cyanobacteria. It is a chlorin macrocycle with a central magnesium ion and a long hydrophobic phytol tail. It absorbs red and blue-violet light and reflects green, converting light energy into chemical energy. Chlorophyll a has the formula C₅₅H₇₂MgN₄O₅.

结构与吸收光谱Structure and absorption

四个吡咯环通过次甲基桥连成大环共轭体系,Mg²⁺ 与四个氮配位,第五个环(环戊酮环)和 C17 上的叶绿醇酯是叶绿素的特征。叶绿素 a 在乙醚中的吸收峰约 430 nm 和 662 nm,叶绿素 b 在 C7 位为醛基(而非甲基),吸收峰约 453 nm 和 642 nm,起辅助捕光作用。共轭大环的 π→π* 跃迁(Q 带与 Soret 带)产生这些吸收。

Four pyrrole rings joined by methine bridges form a large conjugated macrocycle with Mg²⁺ bound to the four nitrogens; a fifth, cyclopentanone ring and a phytyl ester at C17 are characteristic. Chlorophyll a absorbs at about 430 and 662 nm in ether; chlorophyll b, with an aldehyde instead of a methyl at C7, absorbs at about 453 and 642 nm and acts as an accessory light-harvester. The absorptions are π→π* transitions of the macrocycle (the Q and Soret bands).

研究史History

1817 年佩尔蒂埃和卡旺图从叶子中提取出绿色物质并命名为 chlorophylle(希腊语“绿叶”)。1906 年茨维特用碳酸钙柱分离出叶绿素 a、b 和类胡萝卜素,并由此发明了色谱法。1915 年维尔施泰特因叶绿素研究获诺贝尔化学奖,证明其中含镁。1940 年费歇尔确定其结构(他 1930 年因血红素研究获奖),1960 年伍德沃德完成叶绿素 a 的全合成。

In 1817 Pelletier and Caventou extracted the green substance from leaves and named it chlorophylle, from the Greek for green leaf. In 1906 Tsvet separated chlorophylls a and b and carotenoids on a calcium carbonate column, inventing chromatography. Willstätter received the 1915 Nobel Prize in Chemistry for chlorophyll research and showed it contains magnesium. Hans Fischer worked out its structure by 1940 (he had won the 1930 prize for haem), and Woodward completed the total synthesis of chlorophyll a in 1960.

功能与应用Function and uses

大多数叶绿素分子在捕光复合体中吸收光能并以共振能量转移方式传递给反应中心的特殊叶绿素对(P680、P700),在那里发生电荷分离。秋天叶绿素降解,类胡萝卜素的黄、橙色显现出来。叶绿素铜钠盐用作食品着色剂;用 Cu²⁺ 替代 Mg²⁺ 后颜色更稳定。

Most chlorophyll molecules sit in light-harvesting complexes, absorbing light and passing the energy by resonance transfer to special chlorophyll pairs in the reaction centres (P680 and P700), where charge separation occurs. In autumn chlorophyll breaks down and the yellow and orange of carotenoids show through. Sodium copper chlorophyllin is a food colourant; replacing Mg²⁺ with Cu²⁺ makes the colour more stable.

反应Reactions

叶绿素 + 2 H+ ⟶ 脱镁叶绿素橄榄褐色+ Mg2+Chlorophyll + 2 H+ ⟶ Chlorophyll+ Mg2+

酸性条件下或加热时,蔬菜变黄绿即此反应。

In acid or on heating; it is why cooked greens turn olive.

叶绿素 叶绿素酶⟶ 叶绿酸酯 + 叶绿醇Chlorophyll Chlorophyll⟶ +

去除疏水尾

Removing the hydrophobic tail

Chl + hν ⟶ Chl*P680* ⟶ P680+ + e−

光激发与电荷分离

Photoexcitation and charge separation

年表Timeline

  • 1817

    佩尔蒂埃与卡旺图命名叶绿素

    Pelletier and Caventou name chlorophyll

  • 1906

    茨维特用色谱法分离叶绿素

    Tsvet separates chlorophylls by chromatography

  • 1915

    维尔施泰特获诺贝尔化学奖

    Willstätter receives the Nobel Prize in Chemistry

  • 1940

    费歇尔确定叶绿素结构

    Fischer completes the chlorophyll structure

  • 1960

    伍德沃德全合成叶绿素 a

    Woodward synthesises chlorophyll a