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对(R)-(-)-3-奎宁环基(S)-(+)-4-碘苯甲酸酯[(R,S)-4-IQNB]中二苯乙醇酸中心立体化学构型的修正。

Correction of the stereochemical assignment of the benzilic acid center in (R)-(-)-3-quinuclidinyl (S)-(+)-4-iodobenzilate [(R,S)-4-IQNB].

作者信息

Zeeberg B R, Boulay S F, Gitler M S, Sood V K, Reba R C

机构信息

Department of Radiology, George Washington University Medical Center, Washington, DC 20037, USA.

出版信息

Appl Radiat Isot. 1997 Apr;48(4):463-7. doi: 10.1016/s0969-8043(96)00290-4.

Abstract

Radioiodinated (R)-quinuclidinyl-4-iodobenzilate (4IQNB) is a high affinity muscarinic antagonist which has been utilized for in vitro and in vivo assays, and for SPECT imaging in humans. 4IQNB exists in four different diastereomeric forms, since there are two asymmetric centers at the quinuclidinyl and benzilic acid centers. Based upon our in vivo studies, we have determined that the absolute stereochemistry previously assigned to the benzilic center was incorrect for the diastereomer that had been previously referred to as '(R)-quinuclidinyl-(R)-4-iodobenzilate' [(R,R)-4IQNB]. The correct designation for this diastereomer is '(R)-quinuclidinyl-(S)-4-iodobenzilate' [(R,S)-4IQNB].

摘要

放射性碘化的(R)-奎宁环基-4-碘苯甲酸酯(4IQNB)是一种高亲和力的毒蕈碱拮抗剂,已用于体外和体内试验以及人体单光子发射计算机断层显像(SPECT)成像。4IQNB以四种不同的非对映体形式存在,因为在奎宁环基和二苯乙醇酸中心有两个不对称中心。基于我们的体内研究,我们已经确定,之前分配给二苯乙醇酸中心的绝对立体化学对于之前被称为“(R)-奎宁环基-(R)-4-碘苯甲酸酯”[(R,R)-4IQNB]的非对映体是不正确的。这种非对映体的正确命名是“(R)-奎宁环基-(S)-4-碘苯甲酸酯”[(R,S)-4IQNB]。

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