Cis-2-Amino-1-Cyclohexanecarboxylic Acid structure
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Common Name | Cis-2-Amino-1-Cyclohexanecarboxylic Acid | ||
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CAS Number | 45743-49-5 | Molecular Weight | 143.18400 | |
Density | N/A | Boiling Point | N/A | |
Molecular Formula | C7H13NO2 | Melting Point | ~240 °C (dec.) | |
MSDS | Chinese USA | Flash Point | N/A |
VCD studies on cyclic peptides assembled from L-α-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid.
J. Pept. Sci. 16(11) , 613-20, (2010) The increasing interest in peptidomimetics of biological relevance prompted us to synthesize a series of cyclic peptides comprising trans-2-aminocyclohexane carboxylic acid (Achc) or trans-2-aminocyclopentane carboxylic acid (Acpc). NMR experiments in combina... |
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Chiral differentiation of some cyclic beta-amino acids by kinetic and fixed ligand methods.
J. Mass Spectrom. 45(2) , 198-204, (2010) Differentiation of beta-amino acid enantiomers with two chiral centres was investigated by kinetic method with trimeric metal-bound complexes. Four enantiomeric pairs of beta-amino acids were studied: cis-(1R,2S)-, cis-(1S,2R)-, trans-(1R,2R)- and trans-(1S,2... |
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Copper(II)-binding ability of stereoisomeric cis- and trans-2-aminocyclohexanecarboxylic acid-L-phenylalanine dipeptides. A combined CW/pulsed EPR and DFT study.
Inorg. Chem. 51(3) , 1386-99, (2012) With the aim of an improved understanding of the metal-complexation properties of alicyclic β-amino acid stereoisomers, and their peptides, the complex equilibria and modes of coordination with copper(II) of L-phenylalanine (F) derivatives of cis/trans-2-amin... |
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Residue-based control of helix shape in beta-peptide oligomers.
Nature 387(6631) , 381-4, (1997) Proteins and RNA are unique among known polymers in their ability to adopt compact and well-defined folding patterns. These two biopolymers can perform complex chemical operations such as catalysis and highly selective recognition, and these functions are lin... |
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Chain-length-dependent helical motifs and self-association of beta-peptides with constrained side chains.
J. Am. Chem. Soc. 127(2) , 547-53, (2005) Homo-oligomers constructed by using trans-2-aminocyclohexanecarboxylic acid monomers without protecting groups were studied. Both ab initio theory and NMR measurements showed that the tetramer tends to adopt a 10-helix motif, while the pentamer and hexamer fo... |
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Stereoselective synthesis of 3-substituted 2-aminocyclopentanecarboxylic acid derivatives and their incorporation into short 12-helical beta-peptides that fold in water.
J. Am. Chem. Soc. 124(42) , 12447-52, (2002) A stereoselective synthetic route is reported for the introduction of side chains at the 3-position of trans-2-aminocyclopentanecarboxylic acid (ACPC). Ring opening of the aziridine 2-benzyloxymethyl-6-azabicyclo[3.1.0]hexane with selected nucleophiles occurs... |
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Lyotropic liquid crystals formed from ACHC-rich β-peptides.
J. Am. Chem. Soc. 133(34) , 13604-13, (2011) We have examined the effect of β-peptide modifications on the propensity of these helical molecules to form lyotropic liquid crystalline (LC) phases in water. All of the β-peptides we have examined contain 10 residues. In each case, at least three residues ar... |
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Solvent-enhanced diastereo- and regioselectivity in the Pd(II)-catalyzed synthesis of six- and eight-membered heterocycles via cis-aminopalladation.
Chemistry 15(30) , 7376-81, (2009) The Pd(II)-catalyzed intramolecular oxidative cyclization of tosyl-protected cis- and trans-N-allyl-2-aminocyclohexanecarboxamides was examined, and efficient syntheses of cyclohexane-fused pyrimidin-4-ones and 1,5-diazocin-6-ones were developed. In the cours... |
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Structural properties of cyclic peptides containing cis- or trans-2-aminocyclohexane carboxylic acid.
Org. Biomol. Chem. 2(8) , 1105-9, (2004) A series of cyclic peptides containing either cis- or trans-2-aminocyclohexane carboxylic acid as mimics for L-proline has been synthesized and their structural properties have been investigated using NMR and MD methods. |
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Synthesis of taurine analogues from alkenes: preparation of 2-aminocycloalkanesulfonic acids.
Adv. Exp. Med. Biol. 483 , 399-401, (2000) (+/-)trans 2-Aminocyclohexanesulfonic acid and (+/-)trans 2-aminocyclopentanesulfonic acid were prepared from cyclohexene and cyclopentene respectively by sulfur monochloride addition, followed by oxidation to 2-chlorosulfonic acid and substitution of chlorin... |