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Relation between structure and specificity of antibodies: nuclear magnetic resonance study of binding fluorine-19 labeled nitrophenyl haptens to myeloma immunoglobulins M315, M460, and X25

Hardy, Richard R. and Richards, John H. (1978) Relation between structure and specificity of antibodies: nuclear magnetic resonance study of binding fluorine-19 labeled nitrophenyl haptens to myeloma immunoglobulins M315, M460, and X25. Biochemistry, 17 (18). pp. 3866-3871. ISSN 0006-2960. https://resolver.caltech.edu/CaltechAUTHORS:20150505-111739006

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Abstract

The relation between structure and specificity of antibodies has been explored by ^(19)F NMR studies of the binding of trifluoromethyl analogues of nitrophenyl haptens to the three mouse myeloma immunoglobulins M315, M460, and X25. We have used haptens with trifluoromethyl groups located at the ortho or para positions of the phenyl ring or attached to the side chain, two atoms removed from the ring (i.e., -NHCH_2CF_3). The changes in chemical shift between hapten free in solution and bound to antibody are sensitive to microenvironment and range from 1.7-ppm downfield to 1-ppm upfield. The shifts of p-trifluoromethylnitrophenyl haptens bound to M315 and M460 are both large downfield shifts, which are likely caused by van der Waals interaction and ring-current effects, particularly from tyrosine-34 (L); these haptens do not show similar shifts when bound to X25 which has a deletion of tyrosine-34 (L). Other differences in the binding of the aromatic rings of haptens by M315, M460, and X25 are observed and their origins considered. The importance of hydrogen bonding in the thermodynamic affinity of antibody for hapten has been estimated by comparisons of binding affinities for haptens with trifluoromethyl groups in place of nitro groups.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/bi00611a029 DOIArticle
http://pubs.acs.org/doi/abs/10.1021/bi00611a029PublisherArticle
Additional Information:© 1978 American Chemical Society. Received September 12, 1977; revised manuscript received May 8, 1978. This work was supported by the President's Fund of the California Institute of Technology and a grant from the National Institutes of Health (GM-16424).
Funders:
Funding AgencyGrant Number
Caltech President’s FundUNSPECIFIED
NIHGM-16424
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Caltech Church Laboratory of Chemical Biology5656
Issue or Number:18
Record Number:CaltechAUTHORS:20150505-111739006
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20150505-111739006
Official Citation:Relation between structure and specificity of antibodies: nuclear magnetic resonance study of binding fluorine-19 labeled nitrophenyl haptens to myeloma immunoglobulins M315, M460, and X25 Richard R. Hardy and John H. Richards Biochemistry 1978 17 (18), 3866-3871 DOI: 10.1021/bi00611a029
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:57232
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:05 May 2015 19:20
Last Modified:03 Oct 2019 08:22

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