Catalytic Antibodies: A New Class of Transition-State Analogues Used to Elicit Hydrolytic Antibodies

1990 ◽  
Vol 29 (11) ◽  
pp. 1296-1303 ◽  
Author(s):  
Kevan M. Shokat ◽  
Marcia K. Ko ◽  
Thomas S. Scanlan ◽  
Lynn Kochersperger ◽  
Shirlee Yonkovich ◽  
...  
Keyword(s):  
Transition State ◽  
Catalytic Antibodies ◽  
New Class ◽  
Transition State Analogues

ChemInform Abstract: Catalytic Antibodies: A New Class of Transition-State Analogues Used to Elicit Hydrolytic Antibodies

ChemInform ◽  
2010 ◽  
Vol 22 (8) ◽  
pp. no-no
Author(s):  
K. M. SHOKAT ◽  
M. K. KO ◽  
T. S. SCANLAN ◽  
L. KOCHERSPERGER ◽  
S. YONKOVICH ◽  
...  
Keyword(s):  
Transition State ◽  
Catalytic Antibodies ◽  
New Class ◽  
Transition State Analogues

Ab initio study toward designing transition-state analogues which elicit proteolytic catalytic antibodies

2000 ◽  
Vol 13 (3) ◽  
pp. 167-175 ◽  
Author(s):  
Kazuko Shimazaki ◽  
Hiroyuki Kakinuma ◽  
Kyoko Takahashi ◽  
Shigeo Niihata ◽  
Naoko Takahashi ◽  
...  
Keyword(s):  
Transition State ◽  
Ab Initio ◽  
Catalytic Antibodies ◽  
Ab Initio Study ◽  
Transition State Analogues

scholarly journals Triple-Helical Transition State Analogues:  A New Class of Selective Matrix Metalloproteinase Inhibitors

2007 ◽  
Vol 129 (34) ◽  
pp. 10408-10417 ◽  
Author(s):  
Janelle Lauer-Fields ◽  
Keith Brew ◽  
John K. Whitehead ◽  
Shunzi Li ◽  
Robert P. Hammer ◽  
...  
Keyword(s):  
Matrix Metalloproteinase ◽  
Transition State ◽  
Matrix Metalloproteinase Inhibitors ◽  
New Class ◽  
Transition State Analogues ◽  
Metalloproteinase Inhibitors

ChemInform Abstract: Generation of Polyclonal Catalytic Antibodies Against Cocaine Using Transition State Analogues of Cocaine Conjugated to Diphtheria Toxoid.

ChemInform ◽  
2010 ◽  
Vol 27 (16) ◽  
pp. no-no
Author(s):  
G. P. BASMADJIAN ◽  
S. SINGH ◽  
B. SASTRODJOJO ◽  
B. T. SMITH ◽  
K. S. AVOR ◽  
...  
Keyword(s):  
Transition State ◽  
Catalytic Antibodies ◽  
Diphtheria Toxoid ◽  
Transition State Analogues

Cyclic five-membered phosphinate esters as transition state analogues for obtaining phosphohydrolase antibodies

2000 ◽  
Vol 78 (5) ◽  
pp. 642-655 ◽  
Author(s):  
Gabriel Hum ◽  
Krista Wooler ◽  
Jeremy Lee ◽  
Scott D Taylor
Keyword(s):  
Transition State ◽  
Solid Phase ◽  
Ester Hydrolysis ◽  
Catalytic Antibodies ◽  
Phosphate Ester ◽  
Bond Angles ◽  
Phosphate Ester Hydrolysis ◽  
Transition State Analogues ◽  
Hybridoma Technology ◽  
Catalyzed Reactions

Two novel cyclic five-membered phosphinate esters (6 and 7) were synthesized and used as transition state analogues (TSAs) for raising phosphohydrolase antibodies. The key step in the syntheses was a McCormack reaction between (2-chloroethyl)dichlorophosphite and 1,4-diphenyl-1,3-butadiene to form isomeric cyclic phosphinyl chlorides which upon further elaboration yielded the TSAs. X-ray crystal structures of two cyclic phosphinate TSA precursors (14a and 14b) show highly compressed CPC bond angles of 94°-97° indicating that the CPC bond angles in 6 and 7 are significantly distorted towards the ideal trigonal bipyramidal equatorial-apical transition state angle of 90° formed during phosphate ester hydrolysis. Antibodies were raised to 6 and 7 using standard hybridoma technology. One antibody, Jel 541, an IgM class antibody, was obtained that was capable of catalyzing the hydrolysis of phosphonate substrate 9 and, to a much lesser extent, phosphate substrate 8. This antibody bound TSA 6 approximately 100 times more tightly than TSA 7 as determined by solid phase radio immune assays. The activity of the antibody-catalyzed reaction was completely inhibited by the presence of TSA6. Although the relative instability and poor solubility of Jel 541 made it impossible to perform a detailed kinetic analysis of the antibody-catalyzed reactions, these results demonstrate that phosphohydrolase antibodies can indeed be obtained using cyclic five membered phosphinates as haptens.Key words: transition state analogues, phosphate ester hydrolysis, catalytic antibodies.

On the Generation of Catalytic Antibodies by Transition State Analogues

ChemBioChem ◽  
2003 ◽  
Vol 4 (4) ◽  
pp. 277-285 ◽  
Author(s):  
Montserrat Barbany ◽  
Hugo Gutiérrez-de-Terán ◽  
Ferran Sanz ◽  
Jordi Villà-Freixa ◽  
Arieh Warshel
Keyword(s):  
Transition State ◽  
Catalytic Antibodies ◽  
Transition State Analogues
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