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五吡喃糖和五呋喃糖的多磷酸盐和焦磷酸盐作为人血红蛋白的别构效应物:合成、分子识别和氧释放。

Polyphosphates and pyrophosphates of pentopyranoses and pentofuranoses as allosteric effectors of human hemoglobin: synthesis, molecular recognition, and oxygen release.

机构信息

Institut de Science et d'Ingénierie Supramoléculaires, Université de Strasbourg, 8 Allée Gaspard Monge, 67083 Strasbourg, France.

出版信息

ChemMedChem. 2011 Aug 1;6(8):1495-508. doi: 10.1002/cmdc.201100110. Epub 2011 Jun 14.

DOI:10.1002/cmdc.201100110
PMID:21674809
Abstract

Perphosphorylated pentopyranoses and pentofuranoses were synthesized from parent carbohydrates as potential allosteric effectors of hemoglobin (Hb). The construction of seven- and eight-membered cyclic pyrophosphates was also carried out successfully on most of the pentoses. All final compounds were tested for their efficiency on oxygen release from human Hb. Most proved to be efficient allosteric effectors, some of them with an affinity toward Hb and an effect on oxygen release from Hb approaching that of myo-inositol hexakisphosphate, which is one of the most active allosteric effectors of Hb. The efficacy was higher for free phosphates than for pyrophosphates.

摘要

多磷酸化的戊糖和戊呋喃糖是从母体碳水化合物合成的,作为血红蛋白(Hb)的潜在别构效应物。大多数戊糖的七元和八元环状焦磷酸的构建也成功进行。所有最终化合物都被测试了其从人血红蛋白(Hb)释放氧气的效率。大多数被证明是有效的别构效应物,其中一些化合物对 Hb 的亲和力和对 Hb 释放氧气的影响接近肌醇六磷酸,它是 Hb 的最有效别构效应物之一。游离磷酸盐的功效高于焦磷酸盐。

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