Reciprocity of Steric and Stereoelectronic Effects in the Collagen Triple Helix
نویسندگان
چکیده
منابع مشابه
Reciprocity of steric and stereoelectronic effects in the collagen triple helix.
In previous work, we demonstrated that 4-fluoroproline residues can contribute greatly to the conformational stability of the collagen triple helix, and that this stability arises from stereoelectronic effects that fix the pucker of the pyrrolidine ring and thereby preorganize the backbone properly for triple-helix formation. Here, we take a reciprocal approach, demonstrating that the steric ef...
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Collagen is the most abundant protein in animals. The protein consists of a helix of three strands, each with sequence X-Y-Gly. Natural collagen is most stable when X is (2S)-proline (Pro) and Y is (2S,4R)-4-hydroxyproline (4R-Hyp). We had shown previously that triple helices in which X is (2S,4S)-4-fluoroproline (4S-Flp) or Y is (2S,4R)-4-fluoroproline (4R-Flp) display hyperstability. This hyp...
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UNDERSTANDING AND ENGINEERING THE COLLAGEN TRIPLE HELIX Matthew Donald Shoulders Under the supervision of Professor Ronald T. Raines At the University of Wisconsin-Madison This thesis presents a hypothesis-driven approach to collagen research that integrates the power of organic chemistry with the tools of biophysics to enhance our understanding of proline conformation and collagen structure an...
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To probe noncovalent interactions within the collagen triple helix, backbone amides were replaced with a thioamide isostere. This subtle substitution is the first in the collagen backbone that does not compromise thermostability. A triple helix with a thioamide as a hydrogen bond donor was found to be more stable than triple helices assembled from isomeric thiopeptides.
متن کاملMacrocyclic scaffold for the collagen triple helix.
[structure: see text] Three strands of natural collagen are linked by covalent bonds prior to their folding into a triple helix. We report on a synthetic collagen in which the strands are pendent on a rigid macrocyclic scaffold of C(3) symmetry. The scaffold confers substantial conformational stability upon the collagen triple helix and makes its folding independent of concentration, both desir...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2006
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja061793d