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脱氧氟代-D-吡喃半乳糖在酵母半乳糖激酶特异性研究中的应用。

The use of deoxyfluoro-D-galactopyranoses in a study of yeast galactokinase specificity.

作者信息

Thomas P, Bessell E M, Westwood J H

出版信息

Biochem J. 1974 Jun;139(3):661-4. doi: 10.1042/bj1390661.

DOI:10.1042/bj1390661
PMID:4369372
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1166330/
Abstract
  1. 2-Deoxy-2-fluoro-d-galactose, 3-deoxy-3-fluoro-d-galactose, 4-deoxy-4-fluoro-d-galactose, 6-deoxy-6-fluoro-d-galactose and 2-deoxy-d-lyxo-hexose are substrates for yeast galactokinase. 2. The variation in K(m) values for the d-hexose derivatives was not associated with a variation in the value of K(m) for MgATP(2-) indicating that the binding of MgATP(2-) is not modified by the binding of the sugar substrate. 3. Donated H bonds from OH-3, OH-4 and OH-6 and an accepted H bond to OH-2 of the d-hexose are important for the binding of the sugar substrate to galactokinase. 4. Yeast galactokinase exhibits similar kinetics to the galactokinase from Escherichia coli and operates by a similar random sequential mechanism. 5. 4-Deoxy-4-fluoro-d-glucose was neither a substrate for nor an inhibitor of yeast galactokinase.
摘要

  1. 2-脱氧-2-氟-D-半乳糖、3-脱氧-3-氟-D-半乳糖、4-脱氧-4-氟-D-半乳糖、6-脱氧-6-氟-D-半乳糖和2-脱氧-D-来苏糖己糖是酵母半乳糖激酶的底物。

  2. D-己糖衍生物的K(m)值变化与MgATP(2-)的K(m)值变化无关，这表明MgATP(2-)的结合不会因糖底物的结合而改变。

  3. D-己糖的OH-3、OH-4和OH-6提供的氢键以及与OH-2接受的氢键对于糖底物与半乳糖激酶的结合很重要。

  4. 酵母半乳糖激酶表现出与大肠杆菌半乳糖激酶相似的动力学，并且通过相似的随机顺序机制起作用。

  5. 4-脱氧-4-氟-D-葡萄糖既不是酵母半乳糖激酶的底物也不是其抑制剂。

相似文献

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The use of deoxyfluoro-D-galactopyranoses in a study of yeast galactokinase specificity.脱氧氟代-D-吡喃半乳糖在酵母半乳糖激酶特异性研究中的应用。
Biochem J. 1974 Jun;139(3):661-4. doi: 10.1042/bj1390661.
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The use of deoxyfluoro-D-glucopyranoses and related compounds in a study of yeast hexokinase specificity.脱氧氟代-D-吡喃葡萄糖及其相关化合物在酵母己糖激酶特异性研究中的应用。
Biochem J. 1972 Jun;128(2):199-204. doi: 10.1042/bj1280199.
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Sugar recognition by human galactokinase.人半乳糖激酶对糖的识别
BMC Biochem. 2003 Nov 4;4:16. doi: 10.1186/1471-2091-4-16.
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[Purification and mechanism of action of a plant galactokinase].
Biochimie. 1976;58(5):499-504. doi: 10.1016/s0300-9084(76)80218-0.
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Kinetic studies with liver galactokinase.肝脏半乳糖激酶的动力学研究。
Biochem J. 1966 Oct;101(1):70-5. doi: 10.1042/bj1010070.
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[Enzymatic conversion of 2-deoxy-D-lyxo-hexose (2-deoxy-D-galactose) to 3,6-anhydro-2-deoxy-D-lyxo-hexose (D-isogalactal)].[2-脱氧-D-木糖己糖（2-脱氧-D-半乳糖）向3,6-脱水-2-脱氧-D-木糖己糖（D-异半乳糖醛）的酶促转化]
Carbohydr Res. 1974 Sep;36(2):303-10. doi: 10.1016/s0008-6215(00)83051-7.
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In vivo metabolism and UTP-depleting action of 2-deoxy-2-fluoro-D-galactose.2-脱氧-2-氟-D-半乳糖的体内代谢及消耗UTP的作用
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Kinetic characteristics and regulation of hexose transport in a galactokinase-negative Chinese hamster fibroblast cell line: a good model for studies on sugar transport in cultured mammalian cells.半乳糖激酶阴性中国仓鼠成纤维细胞系中己糖转运的动力学特征与调控：用于研究培养哺乳动物细胞中糖转运的良好模型。
J Cell Physiol. 1989 Feb;138(2):300-4. doi: 10.1002/jcp.1041380211.
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THE PURIFICATION AND PROPERTIES OF YEAST GALACTOKINASE.
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The deoxyfluoro-D-glucopyranose 6-phosphates and their effect on yeast glucose phosphate isomerase.脱氧氟代-D-吡喃葡萄糖6-磷酸酯及其对酵母葡萄糖磷酸异构酶的影响。
Biochem J. 1973 Jan;131(1):77-82. doi: 10.1042/bj1310077.

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Fluorine as a hydroxy analogue. Stereospecific phosphorylation of 2-deosy-2-fluoroglycerol by glucerol kinase.氟作为羟基类似物。甘油激酶对2-脱氧-2-氟甘油的立体特异性磷酸化作用。
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本文引用的文献

1
The chromatographic identification of some biologically important phosphate esters.某些具有重要生物学意义的磷酸酯的色谱鉴定
J Biol Chem. 1951 Nov;193(1):405-10.
2
THE ANOMERIC SPECIFICITY OF YEAST GALACTOKINASE.
Arch Biochem Biophys. 1965 May;110:395-400. doi: 10.1016/0003-9861(65)90140-2.
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THE PURIFICATION AND PROPERTIES OF YEAST GALACTOKINASE.
J Biol Chem. 1964 Jan;239:50-3.
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Computer programmes for processing enzyme kinetic data.用于处理酶动力学数据的计算机程序。
Nature. 1963 May 4;198:463-5. doi: 10.1038/198463a0.
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Substrate specificity of Saccharomyces fragilis galactokinase.脆壁酵母半乳糖激酶的底物特异性
Biochim Biophys Acta. 1960 Jul 1;41:233-8. doi: 10.1016/0006-3002(60)90005-6.
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Induced fit in yeast hexokinase.酵母己糖激酶中的诱导契合
Eur J Biochem. 1970 Oct;16(2):226-33. doi: 10.1111/j.1432-1033.1970.tb01075.x.
7
Fluorinated carbohydrates. IV. 4-deoxy-4-fluoro-D-galactose.氟化碳水化合物。IV. 4-脱氧-4-氟-D-半乳糖。
Carbohydr Res. 1971 Apr;17(2):269-74. doi: 10.1016/s0008-6215(00)82534-3.
8
Fluorocarbohydrates. XXIV. Chemical and enzymic reduction and phosphorylation of 6-deoxy-6-fluoro- -D-galactose.氟代碳水化合物。二十四。6-脱氧-6-氟-α-D-半乳糖的化学和酶促还原及磷酸化反应
Carbohydr Res. 1972 Apr;22(1):193-200. doi: 10.1016/s0008-6215(00)85738-9.
9
Kinetic studies of Escherichia coli galactokinase.大肠杆菌半乳糖激酶的动力学研究。
Biochemistry. 1968 Feb;7(2):566-75. doi: 10.1021/bi00842a009.
10
The characterisation of the reaction between (R,S)2',3'-epoxypropyl beta-D-glucopyranoside and yeast hexokinase: evidence for the presence of a cysteine residue in the binding site of D-glucose.（R,S）-2',3'-环氧丙基-β-D-吡喃葡萄糖苷与酵母己糖激酶之间反应的表征：D-葡萄糖结合位点中存在半胱氨酸残基的证据。
Chem Biol Interact. 1973 Nov;7(5):343-53. doi: 10.1016/0009-2797(73)90008-2.