Chiral metal–organic frameworks constructed from four-fold helical chain SBUs for enantioselective recognition of α-hydroxy/amino acids†,Inorganic Chemistry Frontiers

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Chiral metal–organic frameworks constructed from four-fold helical chain SBUs for enantioselective recognition of α-hydroxy/amino acids†
Inorganic Chemistry Frontiers ( IF 6.1 ) Pub Date : 2017-11-24 00:00:00 , DOI: 10.1039/c7qi00615b
Ru-Xin Yao _{1,

2,

3,

4} , Huan-Huan Fu _{1,

2,

3,

4} , Bo Yu _{1,

2,

3,

4} , Xian-Ming Zhang _{1,

2,

3,

4}

Affiliation

The chiral recognition of racemic α-hydroxy/amino acids is an essential and challenging mission because enantiomers may profoundly differ in biological function, pharmacology and toxicity. Three stable, chiral 3D metal–carboxylate frameworks, namely [M₂(bptc)(H₂O)(MeOH)]·3H₂O (bptc⁴⁻ = 3,3′,5,5′-biphenyltetracarboxylate, M = Co, CoNi for 1–2, and [Ni₂(bptc)(MeOH)₂]·3H₂O for 3) have been successfully obtained by spontaneous resolution with an achiral ligand H₄bptc, and they crystallize in the chiral tetragonal space group I4₁22, and feature chiral four-fold helical metal chains as SBUs. In particular, the Co-MOF material could be used to rapidly and sensitively recognize racemic α-hydroxy/amino acids by the intensity change of circular dichroism signals. A large relative difference of 38.59% in circular dichroism signals for D/L-mandelic acid is achieved, which may be ascribed to the specific recognition sites (i.e., groove of helical chains) and different bonding energies of D/L-isomers in the chiral microenvironment of the crystal structure.

中文翻译：

由四重螺旋链SBU构成的手性金属-有机骨架，用于对映选择性识别α-羟基/氨基酸†

外消旋α-羟基/氨基酸的手性识别是一项必不可少且具有挑战性的任务，因为对映异构体在生物学功能，药理学和毒性方面可能存在巨大差异。三个稳定的手性3D金属-羧酸盐骨架，即[M ₂（bptc）（H ₂ O）（MeOH）]·3H ₂ O（bptc ⁴⁻ = 3,3'，5,5'-联苯四^羧酸盐，M = Co ，CoNi（1-2）和[Ni ₂（bptc（MeOH）₂ ]·3H ₂ O（3））已通过非手性配体H ₄ bptc的自发拆分成功获得，并在手性四方空间群中结晶我4 ₁22，并具有手性四折螺旋金属链作为SBU。特别地，Co-MOF材料可用于通过圆二色性信号的强度变化来快速和灵敏地识别外消旋α-羟基/氨基酸。对于D / L-扁桃酸，在圆二色性信号中实现了38.59％的较大相对差异，这可以归因于D / L-异构体中的特定识别位点（即，螺旋链的凹槽）和不同的键合能。手性微环境的晶体结构。

更新日期：2017-11-24

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