Hydrophobic Vitamin B12. III. Incorporation of Hydrophobic Vitamin B12 Derivatives into Single-Compartment Vesicles and Their Alkylation in Various Molecular Aggregates

Hydrophobic Vitamin B12. III. Incorporation of Hydrophobic Vitamin B12 Derivatives into Single-Compartment Vesicles and Their Alkylation in Various Molecular Aggregates
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疏水性维生素 B12。

DOI:
10.1246/bcsj.57.2091
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发表时间:
1984
影响因子:
4
通讯作者:
T. Ohno
T. Ohno
中科院分区:
化学3区
文献类型:
--
作者:
Y. Murakami;Y. Hisaeda;T. Ohno

文献摘要

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将疏水性维生素 B12 衍生物掺入 N,N-二十二烷基-Nα-[6-(三甲基铵)己酰基]-L-丙氨酰胺溴化物 (N+C5Ala2C12) 的单室囊泡中发现,主要与钴配合物在水体相中的不溶程度有关,而这种掺入单壁囊泡中的情况主要与钴配合物在水相中的不溶程度有关。 N,N-二十四烷基-Nα-[6-(三甲基铵)己酰基]-L-组氨酸酰胺溴化物(N+C5His2C14)的活性通过钴络合物和脂质的咪唑基之间的配位相互作用而增强。在用十六烷基三甲基溴化铵、α-[4-(1,1,3,3-四甲基丁基)苯基]-ω-羟基聚(氧乙烯)或N+C5Ala2C12形成的分子聚集体中,疏水性维生素B12与1-溴-2-甲基丙烷和2-甲基-3-溴丙酸甲酯的烷基化速率相对于甲醇中的烷基化速率大大提高。在 N+C5Ala2C12 囊泡中,观察到用后一种试剂进行烷基化的两步机制。这种比率的可能来源......
The incorporation of hydrophobic vitamin B12 derivatives into the single-compartment vesicles of N,N-didodecyl-Nα-[6-(tyimethylammonio)hexanoyl]-L-alaninamide bromide (N+C5Ala2C12) was found to be primarily concerned with the extent of insolubility of the cobalt complexes in the aqueous bulk phase, while such incorporation into the single-walled vesicles of N,N-ditetradecyl-Nα-[6-(trimethylammonio)hexanoyl]-L-histidinamide bromide (N+C5His2C14) was enhanced by the coordination interaction between the cobalt complex and the imidazolyl group of the lipid. In molecular aggregates formed with hexadecyltrimethylammonium bromide, α-[4-(1,1,3,3-tetramethylbutyl)phenyl]-ω-hydroxypoly(oxyethylene), or N+C5Ala2C12, the alkylation rates of a hydrophobic vitamin B12 with 1-bromo-2-methylpropane and methyl 2-methyl-3-bromopropanoate were much enhanced relative to those in methanol. In the N+C5Ala2C12 vesicle, a two-step mechanism was observed for the alkylation with the latter reagent. The possible origin of such rate...