Influence of hydrogen bonding in competition with lattice interactions on carbonyl coordination at phosphorus. Implications for phosphoryl transfer activated states

Inorganic Chemistry

Volumn 42, Issue 10, 2003, Pages 3285-3292

  Chandrasekaran, A ^a   Timosheva, Natalya V ^a   Day, Roberta O ^a   Holmes, Robert R ^a  

^a UNIVERSITY OF MASSACHUSETTS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CARBONYL DERIVATIVE; CARBOXYL GROUP; PHOSPHINE; PHOSPHINE OXIDE DERIVATIVE; PHOSPHONIUM DERIVATIVE; PHOSPHORUS DERIVATIVE;

ARTICLE; BINDING SITE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; GEOMETRY; HYDROGEN BOND; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY ANALYSIS;

EID: 0037616213     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic020666p     Document Type: Article

References (58)

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45. As pointed out in my ACS Monograph (ref 31), although the term transition state refers to a crest in a potential energy surface and intermediate refers to a trough, many authors use these terms somewhat interchangeably, even though in most cases, the activated state is not isolated. Researchers performing a recent X-ray study (D. Dunaway-Mariano and co-workers, personal communication) obtained the first structural evidence of a pentacoordinated phosphorane intermediate stabilized by an enzyme catalyzed phosphoryl transfer reaction, the isomerization of β-glucose 1-phosphate to β-glucose 6-phosphate catalyzed by 225-phosphoglucomutase from Lactococcus lactis. See: Lahiri, S. D.; Zhang, G.; Dunaway-Mariano, D.; Allen, K. N. Science 2003, 299, 2067-2071, and Yarnell, A. Chem. Eng. News., Mar 31, 2003, 81(13), p 5. For a discussion of phosphoryl and acyl transfer reaction mechanisms based on the use of isotope effects, see: Cleland, W. W.; Hengge, A. C. FASEB J. 1995, 9, 1585-1594.
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