rdf:type |
|
lifeskim:mentions |
umls-concept:C0030935,
umls-concept:C0205263,
umls-concept:C0220781,
umls-concept:C0229304,
umls-concept:C0444626,
umls-concept:C0522529,
umls-concept:C1527027,
umls-concept:C1883254,
umls-concept:C1883712,
umls-concept:C2003941,
umls-concept:C2827424
|
pubmed:issue |
3
|
pubmed:dateCreated |
2004-9-20
|
pubmed:abstractText |
The depsipeptide Boc(1)-Leu(2)-Leu(3)-Ala(4)-Leu(5)-Leu(6)-Lac(7)-Leu(8)-Leu(9)-Lac(10)-Leu(11)-Leu(12)-Lac(13)-Leu(14)-Leu(15)-OEt(16) (1) (Boc = tert-butyloxycarbonyl, Lac = L-lactic acid residue) has been synthesized from the peptide Boc-Leu-Leu-Ala-OEt (2) and a depsipeptide, Boc-(Leu-Leu-Lac)(3)-Leu-Leu-OEt (3). Single crystals of 1 were successfully obtained and the structure has been solved by direct methods (such as Sir2002 and Shake-and-Bake). Interestingly, 1 adopts an alpha/3(10)-conjugated helix containing a kink at the junction of peptide and depsipeptide segments, Leu3-Lac7. This is significantly different from the conformation of 3, which has a straight alpha-helical structure with standard phi and psi angles. Microcrystalline CD spectra were also studied to compare structural properties of 1 and 3. The differences between alpha/3(10)- and alpha-helices appear in these CD spectra.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Oct
|
pubmed:issn |
0006-3525
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
15
|
pubmed:volume |
75
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
242-54
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:15316916-Circular Dichroism,
pubmed-meshheading:15316916-Crystallography, X-Ray,
pubmed-meshheading:15316916-Depsipeptides,
pubmed-meshheading:15316916-Dipeptides,
pubmed-meshheading:15316916-Hydrogen Bonding,
pubmed-meshheading:15316916-Leucine,
pubmed-meshheading:15316916-Magnetic Resonance Spectroscopy,
pubmed-meshheading:15316916-Models, Molecular,
pubmed-meshheading:15316916-Oligopeptides,
pubmed-meshheading:15316916-Peptide Fragments,
pubmed-meshheading:15316916-Protein Structure, Secondary,
pubmed-meshheading:15316916-Protons,
pubmed-meshheading:15316916-Solutions,
pubmed-meshheading:15316916-Spectroscopy, Fourier Transform Infrared
|
pubmed:year |
2004
|
pubmed:articleTitle |
Addition of a peptide fragment on an alpha-helical depsipeptide induces alpha/3(10)-conjugated helix: synthesis, crystal structure, and CD spectra of Boc-Leu-Leu-Ala-(Leu-Leu-Lac)3-Leu-Leu-OEt.
|
pubmed:affiliation |
Department of Chemistry, Gunma University, Kiryu, Gunma 376-8515, Japan.
|
pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
|