PROPERTIES AND ANALYSIS OF A STABLE DERIVATIVE OF PYRROLINE-5-CARBOXYLIC ACID FOR USE IN METABOLIC STUDIES

PROPERTIES AND ANALYSIS OF A STABLE DERIVATIVE OF PYRROLINE-5-CARBOXYLIC ACID FOR USE IN METABOLIC STUDIES
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DOI:
10.1016/0003-2697(76)90223-2
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发表时间:
1976-01-01
影响因子:
2.9
通讯作者:
KNOX, WE
KNOX, WE
中科院分区:
生物学4区
文献类型:
--
作者:
MEZL, VA;KNOX, WE

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1. Δ-吡咯啉-5-羧酸(P5 C或谷氨酸半醛)是鸟氨酸、脯氨酸和谷氨酸相互转化的不稳定代谢中间体,由于其与自身的不可逆和浓度依赖性反应,不能分离为化学纯固体。通过DL-羟基赖氨酸的高碘酸盐氧化在稀溶液中制备它并将其分离为纯2,4-二硝基苯腙,可以定量再生P5 C,从而避免了这一点。通过各种化学和酶促试验并与其他2种P5 C制剂进行比较,对产物进行了表征。用于标准化的反应之一,硼氢化物还原为脯氨酸,也产生了羟基正缬氨酸,其量表明P5 C和谷氨酸半醛的环和开放形式之间存在平衡。
1.DELTA.-Pyrroline-5-carboxylic acid (P5C or glutamic semialdehyde), an unstable metabolic intermediate of the interconversions of ornithine, proline and glutamate, cannot be isolated as a chemically pure solid because of its irreversible and concentration-dependent reaction with itself. This was avoided by preparing it in dilute solution by periodate oxidation of DL-hydroxylysine and isolating it as a pure 2,4-dinitrophenylhydrazone from which P5C can be quantitatively regenerated. The product was characterized by various chemical and enzymatic tests and by comparison with 2 other types of preparation of P5C. One of the reactions used to standardize it, reduction to proline by borohydride, also produced hydroxynorvaline in amounts indicating that an equilibrium exists between the ring and open forms of P5C and glutamic semialdehyde.