期刊
CHEMICAL COMMUNICATIONS
卷 49, 期 70, 页码 7699-7701出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc44317e
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资金
- NIH Biotechnology Training Grant [T32 GM008349]
- NIH [R01 AR044276]
- NSF [CHE-1124944, CHE-0840494]
- Division Of Chemistry [1124944] Funding Source: National Science Foundation
- NATIONAL INSTITUTE OF ARTHRITIS AND MUSCULOSKELETAL AND SKIN DISEASES [R01AR044276] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [T32GM008349] Funding Source: NIH RePORTER
Poly(lactic acid) (PLA) is a versatile synthetic polyester. We noted that this depsipeptide analog of polyalanine has a helical structure that resembles a polyproline II helix. Using natural bond orbital analysis, we find that n ->pi(star) interactions between sequential ester carbonyl groups contribute 0.44 kcal mol(-1) permonomer to the conformational stability of PLA helices. We conclude that analogous n ->pi(star) interactions could direct the folding of a polypeptide chain into a polyproline II helix prior to the formation of hydrogen bonds between backbone amides.
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