DOI: 10.1002/bip.1979.360180509. The role of water in the crystal structure of <i>N</i>‐acetyl‐<scp>L</scp>‐4‐hydroxyproline

The role of water in the crystal structure of N‐acetyl‐L‐4‐hydroxyproline

10.1002/bip.1979.360180509

Crossref journal-article

Wiley

Biopolymers (311)

Abstract

AbstractThe crystal structure of N‐acetyl‐L‐4‐hydroxyproline (Hyp) was determined by direct methods. (The crystal is orthorhombic with the space group P212121.) The acetyl group is in the trans conformation and the pyrrolidine ring puckers at Cγ (CsCγ envelope), as in most Hyp residues. According to the rotation angle ψ = −30°, the N‐acetyl‐L‐4Hyp has the same conformation as an α‐helix of prolyl residues. The crystal packing is stabilized by hydrogen bonds between three different molecules and the same molecule of water. One of the water bridges involves the carbonyl of the N‐acetyl group of one molecule and the hydrogen atom of the 4‐OH group of another. Such an arrangement has been proposed to explain the high stability of (Gly‐L‐Pro‐L‐4Hyp)n. A second bridge involves the two hydrogens of the water molecule and the carbonyl groups of two neighbouring molecules, as already proposed in a dihydrated model of collagen. These experimental features, which are discussed in relation to the different models of collagen, allow us to propose an hypothetical arrangement for the water molecule which is strongly retained in the triple helix of (Gly‐L‐Pro‐L‐4Hyp)n.

Bibliography

Hospital, M., Courseille, C., Leroy, F., & Roques, B. P. (1979). The role of water in the crystal structure of NâacetylâLâ4âhydroxyproline. Biopolymers, 18(5), 1141â1148. Portico.

Authors 4

M. Hospital (first)
C. Courseille (additional)
F. Leroy (additional)
B. P. Roques (additional)

References 18 Referenced 13

Dates

Type	When
Created	20 years, 8 months ago (Dec. 29, 2004, 9:21 p.m.)
Deposited	1 year, 9 months ago (Nov. 12, 2023, 5:40 a.m.)
Indexed	1 year, 1 month ago (July 10, 2024, 3:52 a.m.)
Issued	46 years, 4 months ago (May 1, 1979)
Published	46 years, 4 months ago (May 1, 1979)
Published Online	21 years, 7 months ago (Feb. 1, 2004)
Published Print	46 years, 4 months ago (May 1, 1979)

Funders 0

None

BibTeX

@article{Hospital_1979, title={The role of water in the crystal structure of N‐acetyl‐<scp>L</scp>‐4‐hydroxyproline}, volume={18}, ISSN={1097-0282}, url={http://dx.doi.org/10.1002/bip.1979.360180509}, DOI={10.1002/bip.1979.360180509}, number={5}, journal={Biopolymers}, publisher={Wiley}, author={Hospital, M. and Courseille, C. and Leroy, F. and Roques, B. P.}, year={1979}, month=may, pages={1141–1148} }

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  "abstract": "<jats:title>Abstract</jats:title><jats:p>The crystal structure of <jats:italic>N</jats:italic>\u2010acetyl\u2010<jats:sc>L</jats:sc>\u20104\u2010hydroxyproline (Hyp) was determined by direct methods. (The crystal is orthorhombic with the space group <jats:italic>P</jats:italic>2<jats:sub>1</jats:sub>2<jats:sub>1</jats:sub>2<jats:sub>1</jats:sub>.) The acetyl group is in the <jats:italic>trans</jats:italic> conformation and the pyrrolidine ring puckers at C<jats:sup>\u03b3</jats:sup> (C<jats:sup><jats:italic>s</jats:italic></jats:sup>C<jats:sup>\u03b3</jats:sup> envelope), as in most Hyp residues. According to the rotation angle \u03c8 = \u221230\u00b0, the <jats:italic>N</jats:italic>\u2010acetyl\u2010<jats:sc>L</jats:sc>\u20104Hyp has the same conformation as an \u03b1\u2010helix of prolyl residues. The crystal packing is stabilized by hydrogen bonds between three different molecules and the same molecule of water. One of the water bridges involves the carbonyl of the <jats:italic>N</jats:italic>\u2010acetyl group of one molecule and the hydrogen atom of the 4\u2010OH group of another. Such an arrangement has been proposed to explain the high stability of (Gly\u2010<jats:sc>L</jats:sc>\u2010Pro\u2010<jats:sc>L</jats:sc>\u20104Hyp)<jats:sub><jats:italic>n</jats:italic></jats:sub>. A second bridge involves the two hydrogens of the water molecule and the carbonyl groups of two neighbouring molecules, as already proposed in a dihydrated model of collagen. These experimental features, which are discussed in relation to the different models of collagen, allow us to propose an hypothetical arrangement for the water molecule which is strongly retained in the triple helix of (Gly\u2010<jats:sc>L</jats:sc>\u2010Pro\u2010<jats:sc>L</jats:sc>\u20104Hyp)<jats:sub><jats:italic>n</jats:italic></jats:sub>.</jats:p>",
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