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07617

Sigma-Aldrich

cis-2-Aminocyclohexanecarboxylic acid

≥95.0% (NT)

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About This Item

Empirical Formula (Hill Notation):
C7H13NO2
CAS Number:
Molecular Weight:
143.18
Beilstein:
3196017
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥95.0% (NT)

form

crystalline

color

beige

mp

~240 °C (dec.)

application(s)

peptide synthesis

SMILES string

N[C@H]1CCCC[C@H]1C(O)=O

InChI

1S/C7H13NO2/c8-6-4-2-1-3-5(6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+/m1/s1

InChI key

USQHEVWOPJDAAX-RITPCOANSA-N

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Anasztázia Hetényi et al.
Journal of the American Chemical Society, 127(2), 547-553 (2005-01-13)
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 form the known 14-helix. It was
Betas are brought into the fold.
B L Iverson
Nature, 385(6612), 113-113 (1997-01-09)
Ulf Strijowski et al.
Organic & biomolecular chemistry, 2(8), 1105-1109 (2004-04-06)
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.
D H Appella et al.
Nature, 387(6631), 381-384 (1997-05-22)
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 linked to folding
William C Pomerantz et al.
Journal of the American Chemical Society, 133(34), 13604-13613 (2011-08-06)
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

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