Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2009:611:251-2.
doi: 10.1007/978-0-387-73657-0_115.

Modulating collagen triple-helix stability with 4-chloro, 4-fluoro, and 4-methylprolines

Matthew D Shoulders  1 , Ronald T Raines
Affiliations

Modulating collagen triple-helix stability with 4-chloro, 4-fluoro, and 4-methylprolines

Matthew D Shoulders et al. Adv Exp Med Biol. 2009.
No abstract available

PubMed Disclaimer

Figures

Figure 1
Figure 1
Ring conformations of 4-substituted prolines. The Cγ -endo conformation is favored strongly by stereoelectronic effects when R1 = H, R2 = F (flp) or Cl (clp) and by steric effects when R1 = Me (mep), R2 = H. The Cγ-exo conformation is favored strongly by stereoelectronic effects when R1 = OH (Hyp), F (Flp) or Cl (Clp), R2 = H and by steric effects when R1 = H, R2 = Me (Mep).
Figure 2
Figure 2
Triple-helix stability can be modulated over a wide range of temperatures by controlling the identity and configuration of functional groups at the γ-position of proline residues [3,5,6,8].
See this image and copyright information in PMC

Similar articles

See all similar articles

Cited by

See all "Cited by" articles

References

    1. Jenkins CL, Raines RT. Nat. Prod. Rep. 2002;19:49–59. - PubMed
    1. Sakakibara S, et al. Biochim. et Biophys. Acta. 1973;303:198–202. - PubMed
    1. DeRider ML, et al. J. Am. Chem. Soc. 2001;123:777–778. - PubMed
    1. Holmgren SK, et al. Nature. 1998;392:666–667. - PubMed
    1. Shoulders MD, Hodges JA, Raines RT. J. Am. Chem. Soc. 2006;128:8112–8113. - PMC - PubMed

Publication types

LinkOut - more resources