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

Search Page

My NCBI Filters
Results by year

Table representation of search results timeline featuring number of search results per year.

Year Number of Results
1987 1
1995 2
1996 2
1997 2
1999 1
2000 3
2001 1
2002 4
2005 1
2007 1
2008 3
2009 4
2010 1
2014 1
2017 1
2018 2
2021 1
2022 1
2023 0
Text availability
Article attribute
Article type
Publication date

Search Results

30 results
Results by year
Filters applied: . Clear all
Page 1
Exploring hydrophobicity limits of polyproline helix with oligomeric octahydroindole-2-carboxylic acid.
Kubyshkin V, Budisa N. Kubyshkin V, et al. J Pept Sci. 2018 Jun;24(4-5):e3076. doi: 10.1002/psc.3076. Epub 2018 Mar 27. J Pept Sci. 2018. PMID: 29582506
In this study, we address this question using oligomeric peptides formed by a hydrophobic proline analogue, (2S,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic). Previously, we found the molecular principles underlying the structural stability of the p …
In this study, we address this question using oligomeric peptides formed by a hydrophobic proline analogue, (2S,3aS,7aS)-octahydroindole …
Construction of a polyproline structure with hydrophobic exterior using octahydroindole-2-carboxylic acid.
Kubyshkin V, Budisa N. Kubyshkin V, et al. Org Biomol Chem. 2017 Jan 18;15(3):619-627. doi: 10.1039/c6ob02306a. Org Biomol Chem. 2017. PMID: 27959372
The proline analogue (2S,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic) has been previously applied as a proline substitute in pharmocologically active peptides and as a structural component of the antihypertensive drug Perindopril. ...
The proline analogue (2S,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic) has been previously applied as a proli …
Versatile methodology for the synthesis and α-functionalization of (2R,3aS,7aS)-octahydroindole-2-carboxylic acid.
Sayago FJ, Calaza MI, Jiménez AI, Cativiela C. Sayago FJ, et al. Tetrahedron. 2008 Jan 1;64(1):84-91. doi: 10.1016/j.tet.2007.10.095. Tetrahedron. 2008. PMID: 21113401 Free PMC article.
An improved strategy for the effective synthesis of enantiomerically pure (2R,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic), based on the formation of a trichloromethyloxazolidinone derivative, has been developed. ...
An improved strategy for the effective synthesis of enantiomerically pure (2R,3aS,7aS)-octahydroindole-2-carboxylic …
Solvent-induced conformational flexibility of a bicyclic proline analogue: Octahydroindole-2-carboxylic acid.
Torras J, Warren JG, Revilla-López G, Jiménez AI, Cativiela C, Alemán C. Torras J, et al. Biopolymers. 2014 Mar;102(2):176-90. doi: 10.1002/bip.22465. Biopolymers. 2014. PMID: 24458264
The conformational preferences of the N-acetyl-N'-methylamide derivatives of the four octahydroindole-2-carboxylic acid (Oic) stereoisomers have been investigated in the gas-phase and in aqueous solution using quantum mechanical calculations. ...
The conformational preferences of the N-acetyl-N'-methylamide derivatives of the four octahydroindole-2-carboxylic a …
Towards the stereoselective synthesis of alpha-methylated (2S,3aS,7aS)-octahydroindole-2-carboxylic acid.
Sayago FJ, Calaza MI, Jiménez AI, Cativiela C. Sayago FJ, et al. Tetrahedron Asymmetry. 2008 Dec 12;19(24):2763-2766. doi: 10.1016/j.tetasy.2008.11.030. Tetrahedron Asymmetry. 2008. PMID: 20011581 Free PMC article.
A high yielding and remarkably stereoselective alpha-methylation reaction of the (2S,3aS,7aS) stereoisomer of octahydroindole-2-carboxylic acid, (S,S,S)-Oic, suitably protected is described. ...
A high yielding and remarkably stereoselective alpha-methylation reaction of the (2S,3aS,7aS) stereoisomer of octahydroindole-2 …
A straightforward route to enantiopure alpha-substituted derivatives of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid.
Sayago FJ, Calaza MI, Jiménez AI, Cativiela C. Sayago FJ, et al. Tetrahedron. 2009 Jul 1;65(27):5174-5180. doi: 10.1016/j.tet.2009.05.006. Tetrahedron. 2009. PMID: 20640172 Free PMC article.
High yielding and remarkably selective alkylations of a suitably protected derivative of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid are described. The fused bicyclic structure of this proline analogue greatly influences the stereochemical outcome o …
High yielding and remarkably selective alkylations of a suitably protected derivative of (2S,3aS,7aS)-octahydroindole-2-car …
Transmembrane Polyproline Helix.
Kubyshkin V, Grage SL, Bürck J, Ulrich AS, Budisa N. Kubyshkin V, et al. J Phys Chem Lett. 2018 May 3;9(9):2170-2174. doi: 10.1021/acs.jpclett.8b00829. Epub 2018 Apr 13. J Phys Chem Lett. 2018. PMID: 29638132
Here we design a hydrophobic polyproline-II helical peptide based on an oligomeric octahydroindole-2-carboxylic acid scaffold and demonstrate its transmembrane alignment in model lipid bilayers by means of solid-state (19)F NMR. ...
Here we design a hydrophobic polyproline-II helical peptide based on an oligomeric octahydroindole-2-carboxylic acid …
Simultaneous determination of diastereoisomeric and enantiomeric impurities in SSS-octahydroindole-2-carboxylic acid by chiral high-performance liquid chromatography with pre-column derivatization.
Wang JZ, Zeng S, Hu GY, Wang DH. Wang JZ, et al. J Chromatogr A. 2009 Apr 10;1216(15):3044-7. doi: 10.1016/j.chroma.2009.01.053. Epub 2009 Jan 23. J Chromatogr A. 2009. PMID: 19203756
SSS-Octahydroindole-2-carboxylic acid (SSS-Oic) is a key intermediate used in the synthesis of some angiotensin-converting enzyme (ACE) inhibitors. ...
SSS-Octahydroindole-2-carboxylic acid (SSS-Oic) is a key intermediate used in the synthesis of some angiotensin- …
Electrochemical Dearomative Dicarboxylation of Heterocycles with Highly Negative Reduction Potentials.
You Y, Kanna W, Takano H, Hayashi H, Maeda S, Mita T. You Y, et al. J Am Chem Soc. 2022 Mar 2;144(8):3685-3695. doi: 10.1021/jacs.1c13032. Epub 2022 Feb 21. J Am Chem Soc. 2022. PMID: 35189683
We herein describe a new electrochemical protocol using the CO(2) radical anion (E(1/2) of CO(2) = -2.2 V in DMF and -2.3 V in CH(3)CN vs SCE) that produces unprecedented trans-oriented 2,3-dicarboxylic acids from N-Ac-, Boc-, and …
We herein describe a new electrochemical protocol using the CO(2) radical anion (E(1/2) of CO(2) = -2.2 V …
Development of flexible electrochemical impedance spectroscopy-based biosensing platform for rapid screening of SARS-CoV-2 inhibitors.
Kiew LV, Chang CY, Huang SY, Wang PW, Heh CH, Liu CT, Cheng CH, Lu YX, Chen YC, Huang YX, Chang SY, Tsai HY, Kung YA, Huang PN, Hsu MH, Leo BF, Foo YY, Su CH, Hsu KC, Huang PH, Ng CJ, Kamarulzaman A, Yuan CJ, Shieh DB, Shih SR, Chung LY, Chang CC. Kiew LV, et al. Biosens Bioelectron. 2021 Jul 1;183:113213. doi: 10.1016/j.bios.2021.113213. Epub 2021 Apr 3. Biosens Bioelectron. 2021. PMID: 33857754 Free PMC article.
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) enters the cells through the binding of its spike protein (S-protein) to the cell surface-expressing angiotensin-converting enzyme 2 (ACE2). ...This includes (2S,3aS,6aS)-1-((S)-N-((S)-1-Carboxy-3-p …
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) enters the cells through the binding of its spike protein (S-prot …
30 results