1css

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{{STRUCTURE_1css| PDB=1css | SCENE= }}
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'''ALPHA-FLUORO ACID AND ALPHA-FLUORO AMIDE ANALOGS OF ACETYL-COA AS INHIBITORS OF OF CITRATE SYNTHASE: EFFECT OF PKA MATCHING ON BINDING AFFINITY AND HYDROGEN BOND LENGTH'''
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===ALPHA-FLUORO ACID AND ALPHA-FLUORO AMIDE ANALOGS OF ACETYL-COA AS INHIBITORS OF OF CITRATE SYNTHASE: EFFECT OF PKA MATCHING ON BINDING AFFINITY AND HYDROGEN BOND LENGTH===
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==Overview==
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An alpha-fluoro acid analog and an alpha-fluoro amide analog of acetyl-CoA have been synthesized. The ternary complexes of these inhibitors with oxaloacetate and citrate synthase have been crystallized and their structures analyzed at 1.7 A resolution. The structures are similar to those reported for the corresponding non-fluorinated analogs (Usher et al., 1994), with all forming unusually short hydrogen bonds to Asp 375. The alpha-fluoro amide analog binds with an affinity 1.5-fold lower than that of a previously described amide analog lacking the alpha-fluoro group. The alpha-fluoro acid analog binds with a 50-fold decreased affinity relative to the corresponding unfluorinated analog. The binding affinities are consistent with increased strengths of hydrogen bonds to Asp 375 with closer matching of pKa values between hydrogen bond donors and acceptors. The results do not support any direct correlation between hydrogen bond strength and hydrogen bond length in enzyme-inhibitor complexes.
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(as it appears on PubMed at http://www.pubmed.gov), where 7492547 is the PubMed ID number.
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{{ABSTRACT_PUBMED_7492547}}
==About this Structure==
==About this Structure==
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[[Category: Usher, K C.]]
[[Category: Usher, K C.]]
[[Category: Oxo-acid-lyase]]
[[Category: Oxo-acid-lyase]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Fri May 2 13:04:46 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Jun 30 21:18:27 2008''

Revision as of 18:18, 30 June 2008

Image:1css.png

Template:STRUCTURE 1css

ALPHA-FLUORO ACID AND ALPHA-FLUORO AMIDE ANALOGS OF ACETYL-COA AS INHIBITORS OF OF CITRATE SYNTHASE: EFFECT OF PKA MATCHING ON BINDING AFFINITY AND HYDROGEN BOND LENGTH

Template:ABSTRACT PUBMED 7492547

About this Structure

1CSS is a Single protein structure of sequence from Gallus gallus. Full crystallographic information is available from OCA.

Reference

alpha-Fluoro acid and alpha-fluoro amide analogs of acetyl-CoA as inhibitors of citrate synthase: effect of pKa matching on binding affinity and hydrogen bond length., Schwartz B, Drueckhammer DG, Usher KC, Remington SJ, Biochemistry. 1995 Nov 28;34(47):15459-66. PMID:7492547

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